@librechat/agents 3.2.37 → 3.2.39

package/dist/esm/llm/bedrock/utils/message_inputs.mjs

@@ -241,15 +241,22 @@ const standardContentBlockConverter = {
 	}
 };
 /**
-* Check if a block has a cache point.
+* Check if a block has a default cache point and return its normalized form,
+* preserving an optional extended-TTL `ttl` (`'5m'` | `'1h'`). Returns
+* `undefined` when the block is not a default cache point.
 */
-function isDefaultCachePoint(block) {
-	if (typeof block !== "object" || block === null) return false;
-	if (!("cachePoint" in block)) return false;
+function getDefaultCachePoint(block) {
+	if (typeof block !== "object" || block === null) return;
+	if (!("cachePoint" in block)) return;
 	const cachePoint = block.cachePoint;
-	if (typeof cachePoint !== "object" || cachePoint === null) return false;
-	if (!("type" in cachePoint)) return false;
-	return cachePoint.type === "default";
+	if (typeof cachePoint !== "object" || cachePoint === null) return;
+	if (!("type" in cachePoint)) return;
+	if (cachePoint.type !== "default") return;
+	const ttl = cachePoint.ttl;
+	return ttl === "5m" || ttl === "1h" ? {
+		type: "default",
+		ttl
+	} : { type: "default" };
 }
 /**
 * Convert a LangChain content block to a Bedrock Converse content block.
@@ -285,7 +292,8 @@ function convertLangChainContentBlockToConverseContentBlock({ block, onUnknown =
 	if (block.type === "audio" && block.audio !== void 0) return { audio: block.audio };
 	if (block.type === "audio") return convertMultimodalAudioBlock(block);
 	if (block.type === "document" && block.document !== void 0) return { document: block.document };
-	if (isDefaultCachePoint(block)) return { cachePoint: { type: "default" } };
+	const cachePoint = getDefaultCachePoint(block);
+	if (cachePoint != null) return { cachePoint };
 	if (onUnknown === "throw") throw new Error(`Unsupported content block type: ${block.type}`);
 	else return block;
 }
@@ -297,8 +305,11 @@ function convertSystemMessageToConverseMessage(msg) {
 	else if (Array.isArray(msg.content) && msg.content.length > 0) {
 		const contentBlocks = [];
 		for (const block of msg.content) if (typeof block === "object" && block.type === "text" && typeof block.text === "string") contentBlocks.push({ text: block.text });
-		else if (isDefaultCachePoint(block)) contentBlocks.push({ cachePoint: { type: "default" } });
-		else break;
+		else {
+			const cachePoint = getDefaultCachePoint(block);
+			if (cachePoint == null) break;
+			contentBlocks.push({ cachePoint });
+		}
 		if (msg.content.length === contentBlocks.length) return contentBlocks;
 	}
 	throw new Error("System message content must be either a string, or an array of text blocks, optionally including a cache point.");
@@ -330,11 +341,14 @@ function convertAIMessageToConverseMessage(msg) {
 				const reasoningBlock = block;
 				if (!isSerializableBedrockReasoningBlock(reasoningBlock)) return;
 				contentBlocks.push({ reasoningContent: langchainReasoningBlockToBedrockReasoningBlock(reasoningBlock) });
-			} else if (isDefaultCachePoint(block)) contentBlocks.push({ cachePoint: { type: "default" } });
-			else if (FOREIGN_REASONING_TYPES.some((t) => t === block.type)) return;
-			else {
-				const blockValues = Object.fromEntries(Object.entries(block).filter(([key]) => key !== "type"));
-				throw new Error(`Unsupported content block type: ${block.type} with content of ${JSON.stringify(blockValues, null, 2)}`);
+			} else {
+				const cachePoint = getDefaultCachePoint(block);
+				if (cachePoint != null) contentBlocks.push({ cachePoint });
+				else if (FOREIGN_REASONING_TYPES.some((t) => t === block.type)) return;
+				else {
+					const blockValues = Object.fromEntries(Object.entries(block).filter(([key]) => key !== "type"));
+					throw new Error(`Unsupported content block type: ${block.type} with content of ${JSON.stringify(blockValues, null, 2)}`);
+				}
 			}
 		});
 		assistantMsg.content = [...assistantMsg.content ?? [], ...contentBlocks];
@@ -411,8 +425,11 @@ function convertToolMessageToConverseMessage(msg) {
 	else content = [{ text: String(msg.content) }];
 	const toolResultContent = [];
 	const trailingCachePoints = [];
-	for (const block of content) if (isDefaultCachePoint(block)) trailingCachePoints.push({ cachePoint: { type: "default" } });
-	else toolResultContent.push(block);
+	for (const block of content) {
+		const cachePoint = getDefaultCachePoint(block);
+		if (cachePoint != null) trailingCachePoints.push({ cachePoint });
+		else toolResultContent.push(block);
+	}
 	return {
 		role: "user",
 		content: [{ toolResult: {

package/dist/esm/llm/bedrock/utils/message_inputs.mjs.map

@@ -1 +1 @@
-{"version":3,"file":"message_inputs.mjs","names":[],"sources":["../../../../../src/llm/bedrock/utils/message_inputs.ts"],"sourcesContent":["/**\n * Utility functions for converting LangChain messages to Bedrock Converse messages.\n * Ported from @langchain/aws common.js\n */\nimport {\n  type BaseMessage,\n  isAIMessage,\n  type Data,\n  parseBase64DataUrl,\n  parseMimeType,\n  MessageContentComplex,\n  type StandardContentBlockConverter,\n  convertToProviderContentBlock,\n  isDataContentBlock,\n} from '@langchain/core/messages';\nimport type {\n  AudioFormat,\n  AudioSource,\n  DocumentFormat,\n  DocumentSource,\n  VideoFormat,\n  VideoSource,\n} from '@aws-sdk/client-bedrock-runtime';\nimport type {\n  BedrockMessage,\n  BedrockSystemContentBlock,\n  BedrockContentBlock,\n  MessageContentReasoningBlock,\n} from '../types';\n\n/**\n * Reasoning blocks from other providers, relative to Bedrock. Bedrock's native\n * reasoning format is `reasoning_content`; these carry provider-specific\n * signatures Bedrock cannot validate, so they are dropped on a cross-provider\n * handoff (e.g. Anthropic → Bedrock) rather than crashing the conversion.\n */\nconst FOREIGN_REASONING_TYPES = [\n  'thinking',\n  'redacted_thinking',\n  'reasoning',\n  'think',\n];\n\n/**\n * Bedrock Converse rejects assistant messages with no content blocks. When\n * filtering (e.g. dropping foreign reasoning) empties an assistant turn that\n * also has no tool calls, fall back to this placeholder text.\n */\nconst BEDROCK_EMPTY_TEXT_PLACEHOLDER = '_';\n\n/**\n * Convert a LangChain reasoning block to a Bedrock reasoning block.\n */\nexport function langchainReasoningBlockToBedrockReasoningBlock(\n  content: MessageContentReasoningBlock\n): {\n  reasoningText?: { text?: string; signature?: string };\n  redactedContent?: Uint8Array;\n} {\n  if (content.reasoningText != null) {\n    return {\n      reasoningText: content.reasoningText,\n    };\n  }\n  if (content.redactedContent != null && content.redactedContent !== '') {\n    return {\n      redactedContent: new Uint8Array(\n        Buffer.from(content.redactedContent, 'base64')\n      ),\n    };\n  }\n  throw new Error('Invalid reasoning content');\n}\n\n/**\n * Whether a reasoning block can be serialized to a valid Bedrock\n * `reasoningContent`. Bedrock Converse rejects `reasoningText` with a null/empty\n * `text` (e.g. a signature-only block that never merged with its text), so such\n * blocks must be dropped rather than sent.\n */\nfunction isSerializableBedrockReasoningBlock(\n  content: MessageContentReasoningBlock\n): boolean {\n  if (content.reasoningText != null) {\n    const text = content.reasoningText.text;\n    return text != null && text !== '';\n  }\n  return content.redactedContent != null && content.redactedContent !== '';\n}\n\n/**\n * Concatenate consecutive reasoning blocks in content array.\n */\nexport function concatenateLangchainReasoningBlocks(\n  content: Array<MessageContentComplex | MessageContentReasoningBlock>\n): Array<MessageContentComplex | MessageContentReasoningBlock> {\n  const result: Array<MessageContentComplex | MessageContentReasoningBlock> =\n    [];\n\n  for (const block of content) {\n    if (block.type === 'reasoning_content') {\n      const currentReasoning = block as MessageContentReasoningBlock;\n      const lastIndex = result.length - 1;\n\n      // Check if we can merge with the previous block\n      if (lastIndex >= 0) {\n        const lastBlock = result[lastIndex];\n        if (\n          lastBlock.type === 'reasoning_content' &&\n          (lastBlock as MessageContentReasoningBlock).reasoningText != null &&\n          currentReasoning.reasoningText != null\n        ) {\n          const lastReasoning = lastBlock as MessageContentReasoningBlock;\n          // Merge consecutive reasoning text blocks\n          const lastText = lastReasoning.reasoningText?.text;\n          const currentText = currentReasoning.reasoningText.text;\n          if (\n            lastText != null &&\n            lastText !== '' &&\n            currentText != null &&\n            currentText !== ''\n          ) {\n            lastReasoning.reasoningText!.text = lastText + currentText;\n          } else if (\n            currentReasoning.reasoningText.signature != null &&\n            currentReasoning.reasoningText.signature !== ''\n          ) {\n            lastReasoning.reasoningText!.signature =\n              currentReasoning.reasoningText.signature;\n          }\n          continue;\n        }\n      }\n\n      result.push({ ...block } as MessageContentReasoningBlock);\n    } else {\n      result.push(block);\n    }\n  }\n\n  return result;\n}\n\n/**\n * Extract image info from a base64 string or URL.\n */\nexport function extractImageInfo(base64: string): BedrockContentBlock {\n  // Extract the format from the base64 string\n  const formatMatch = base64.match(/^data:image\\/(\\w+);base64,/);\n  let format: 'gif' | 'jpeg' | 'png' | 'webp' | undefined;\n  if (formatMatch) {\n    const extractedFormat = formatMatch[1].toLowerCase();\n    if (['gif', 'jpeg', 'png', 'webp'].includes(extractedFormat)) {\n      format = extractedFormat as typeof format;\n    }\n  }\n\n  // Remove the data URL prefix if present\n  const base64Data = base64.replace(/^data:image\\/\\w+;base64,/, '');\n\n  // Convert base64 to Uint8Array\n  const binaryString = atob(base64Data);\n  const bytes = new Uint8Array(binaryString.length);\n  for (let i = 0; i < binaryString.length; i += 1) {\n    bytes[i] = binaryString.charCodeAt(i);\n  }\n\n  return {\n    image: {\n      format,\n      source: {\n        bytes,\n      },\n    },\n  };\n}\n\ntype MediaContentBlock = MessageContentComplex & {\n  data?: string | Uint8Array;\n  url?: string;\n  fileId?: string;\n  mimeType?: string;\n};\n\nconst mimeTypeToVideoFormat: Record<string, VideoFormat> = {\n  'video/flv': 'flv',\n  'video/mkv': 'mkv',\n  'video/mov': 'mov',\n  'video/mp4': 'mp4',\n  'video/mpeg': 'mpeg',\n  'video/mpg': 'mpg',\n  'video/three_gp': 'three_gp',\n  'video/webm': 'webm',\n  'video/wmv': 'wmv',\n};\n\nconst mimeTypeToAudioFormat: Record<string, AudioFormat> = {\n  'audio/aac': 'aac',\n  'audio/flac': 'flac',\n  'audio/m4a': 'm4a',\n  'audio/mka': 'mka',\n  'audio/mkv': 'mkv',\n  'audio/mp3': 'mp3',\n  'audio/mp4': 'mp4',\n  'audio/mpeg': 'mpeg',\n  'audio/mpga': 'mpga',\n  'audio/ogg': 'ogg',\n  'audio/opus': 'opus',\n  'audio/pcm': 'pcm',\n  'audio/wav': 'wav',\n  'audio/webm': 'webm',\n  'audio/x-aac': 'x-aac',\n};\n\nconst mimeTypeToDocumentFormat: Partial<Record<string, DocumentFormat>> = {\n  'text/csv': 'csv',\n  'application/msword': 'doc',\n  'application/vnd.openxmlformats-officedocument.wordprocessingml.document':\n    'docx',\n  'text/html': 'html',\n  'text/markdown': 'md',\n  'application/pdf': 'pdf',\n  'text/plain': 'txt',\n  'application/vnd.ms-excel': 'xls',\n  'application/vnd.openxmlformats-officedocument.spreadsheetml.sheet': 'xlsx',\n};\n\nfunction base64ToBytes(data: string): Uint8Array {\n  return Uint8Array.from(atob(data), (char) => char.charCodeAt(0));\n}\n\nfunction getMediaFormat<T extends string>(\n  mimeType: string | undefined,\n  formatMap: Record<string, T>\n): T | undefined {\n  if (mimeType == null || mimeType === '') {\n    return undefined;\n  }\n  return formatMap[mimeType] ?? (parseMimeType(mimeType).subtype as T);\n}\n\nfunction resolveMediaSource(\n  block: MediaContentBlock\n): AudioSource | VideoSource {\n  if (typeof block.data === 'string') {\n    return { bytes: base64ToBytes(block.data) };\n  }\n  if (block.data instanceof Uint8Array) {\n    return { bytes: block.data };\n  }\n  if (typeof block.url === 'string') {\n    const parsedData = parseBase64DataUrl({\n      dataUrl: block.url,\n      asTypedArray: true,\n    });\n    if (parsedData != null) {\n      return { bytes: parsedData.data as Uint8Array };\n    }\n    throw new Error(\n      `Only base64 data URLs are supported for ${block.type} blocks with 'url' field with ChatBedrockConverse.`\n    );\n  }\n  if (typeof block.fileId === 'string') {\n    return { s3Location: { uri: block.fileId } };\n  }\n  throw new Error(\n    `${block.type} block must include one of: 'data' (base64 string or Uint8Array), 'url' (base64 data URL), or 'fileId' (S3 URI).`\n  );\n}\n\nfunction convertMultimodalVideoBlock(\n  block: MediaContentBlock\n): BedrockContentBlock {\n  return {\n    video: {\n      format: getMediaFormat(block.mimeType, mimeTypeToVideoFormat),\n      source: resolveMediaSource(block) as VideoSource,\n    },\n  } as BedrockContentBlock;\n}\n\nfunction convertMultimodalAudioBlock(\n  block: MediaContentBlock\n): BedrockContentBlock {\n  return {\n    audio: {\n      format: getMediaFormat(block.mimeType, mimeTypeToAudioFormat),\n      source: resolveMediaSource(block) as AudioSource,\n    },\n  } as BedrockContentBlock;\n}\n\nfunction getDocumentName(block: Data.StandardFileBlock): string {\n  return (\n    (block.metadata?.name as string | undefined) ??\n    (block.metadata?.filename as string | undefined) ??\n    (block.metadata?.title as string | undefined) ??\n    globalThis.crypto.randomUUID().replace(/-/g, '').slice(0, 12)\n  );\n}\n\nfunction getDocumentFormat(\n  mimeType: string | undefined\n): DocumentFormat | undefined {\n  if (mimeType == null || mimeType === '') {\n    return undefined;\n  }\n  const parsedMimeType = parseMimeType(mimeType);\n  const format =\n    mimeTypeToDocumentFormat[\n      `${parsedMimeType.type}/${parsedMimeType.subtype}`\n    ];\n  if (format === undefined) {\n    throw new Error(\n      `Unsupported file mime type: \"${mimeType}\" ChatBedrockConverse only supports ${Object.keys(\n        mimeTypeToDocumentFormat\n      ).join(', ')} formats.`\n    );\n  }\n  return format;\n}\n\nconst standardContentBlockConverter: StandardContentBlockConverter<{\n  text: BedrockContentBlock;\n  image: BedrockContentBlock;\n  file: BedrockContentBlock;\n}> = {\n  providerName: 'ChatBedrockConverse',\n\n  fromStandardTextBlock(block: Data.StandardTextBlock): BedrockContentBlock {\n    return { text: block.text };\n  },\n\n  fromStandardImageBlock(block: Data.StandardImageBlock): BedrockContentBlock {\n    if (block.source_type === 'url') {\n      const parsedData = parseBase64DataUrl({\n        dataUrl: block.url,\n        asTypedArray: true,\n      });\n      if (parsedData == null) {\n        throw new Error(\n          [\n            'Only base64 data URLs are supported for image blocks with source type ',\n            'url',\n            ' with ChatBedrockConverse.',\n          ].join(String.fromCharCode(39))\n        );\n      }\n      return {\n        image: {\n          format: parseMimeType(parsedData.mime_type).subtype as\n            | 'gif'\n            | 'jpeg'\n            | 'png'\n            | 'webp',\n          source: { bytes: parsedData.data as Uint8Array },\n        },\n      };\n    }\n    if (block.source_type === 'base64') {\n      let format: 'gif' | 'jpeg' | 'png' | 'webp' | undefined;\n      if (block.mime_type != null && block.mime_type !== '') {\n        format = parseMimeType(block.mime_type).subtype as typeof format;\n      }\n      if (format != null && !['gif', 'jpeg', 'png', 'webp'].includes(format)) {\n        throw new Error(\n          `Unsupported image mime type: \"${block.mime_type}\" ChatBedrockConverse only supports \"image/gif\", \"image/jpeg\", \"image/png\", and \"image/webp\" formats.`\n        );\n      }\n      return {\n        image: {\n          format,\n          source: { bytes: base64ToBytes(block.data) },\n        },\n      };\n    }\n    throw new Error(\n      `Image source type '${block.source_type}' not supported with ChatBedrockConverse.`\n    );\n  },\n\n  fromStandardFileBlock(block: Data.StandardFileBlock): BedrockContentBlock {\n    const name = getDocumentName(block);\n    if (block.source_type === 'text') {\n      return {\n        document: {\n          name,\n          format: 'txt',\n          source: { bytes: new TextEncoder().encode(block.text) },\n        },\n      } as BedrockContentBlock;\n    }\n    if (block.source_type === 'url') {\n      const parsedData = parseBase64DataUrl({\n        dataUrl: block.url,\n        asTypedArray: true,\n      });\n      if (parsedData == null) {\n        throw new Error(\n          [\n            'Only base64 data URLs are supported for file blocks with source type ',\n            'url',\n            ' with ChatBedrockConverse.',\n          ].join(String.fromCharCode(39))\n        );\n      }\n      return {\n        document: {\n          name,\n          format: getDocumentFormat(parsedData.mime_type),\n          source: { bytes: parsedData.data as Uint8Array } as DocumentSource,\n        },\n      } as BedrockContentBlock;\n    }\n    if (block.source_type === 'base64') {\n      return {\n        document: {\n          name,\n          format: getDocumentFormat(block.mime_type),\n          source: { bytes: base64ToBytes(block.data) } as DocumentSource,\n        },\n      } as BedrockContentBlock;\n    }\n    throw new Error(\n      `File source type '${block.source_type}' not supported with ChatBedrockConverse.`\n    );\n  },\n};\n\n/**\n * Check if a block has a cache point.\n */\nfunction isDefaultCachePoint(block: unknown): boolean {\n  if (typeof block !== 'object' || block === null) {\n    return false;\n  }\n  if (!('cachePoint' in block)) {\n    return false;\n  }\n  const cachePoint = (block as { cachePoint?: unknown }).cachePoint;\n  if (typeof cachePoint !== 'object' || cachePoint === null) {\n    return false;\n  }\n  if (!('type' in cachePoint)) {\n    return false;\n  }\n  return (cachePoint as { type?: string }).type === 'default';\n}\n\n/**\n * Convert a LangChain content block to a Bedrock Converse content block.\n */\nfunction convertLangChainContentBlockToConverseContentBlock({\n  block,\n  onUnknown = 'throw',\n}: {\n  block: string | MessageContentComplex;\n  onUnknown?: 'throw' | 'passthrough';\n}): BedrockContentBlock {\n  if (typeof block === 'string') {\n    return { text: block };\n  }\n\n  if (isDataContentBlock(block)) {\n    return convertToProviderContentBlock(block, standardContentBlockConverter);\n  }\n\n  if (block.type === 'text') {\n    return { text: (block as { text: string }).text };\n  }\n\n  if (block.type === 'image_url') {\n    const imageUrl =\n      typeof (block as { image_url: string | { url: string } }).image_url ===\n      'string'\n        ? (block as { image_url: string }).image_url\n        : (block as { image_url: { url: string } }).image_url.url;\n    return extractImageInfo(imageUrl);\n  }\n\n  if (block.type === 'image') {\n    // Handle standard image block format\n    const imageBlock = block as {\n      source_type?: string;\n      url?: string;\n      data?: string;\n      mime_type?: string;\n    };\n    if (\n      imageBlock.source_type === 'url' &&\n      imageBlock.url != null &&\n      imageBlock.url !== ''\n    ) {\n      const parsedData = parseBase64DataUrl({\n        dataUrl: imageBlock.url,\n        asTypedArray: true,\n      });\n      if (parsedData != null) {\n        const parsedMimeType = parseMimeType(parsedData.mime_type);\n        return {\n          image: {\n            format: parsedMimeType.subtype as 'gif' | 'jpeg' | 'png' | 'webp',\n            source: {\n              bytes: parsedData.data as Uint8Array,\n            },\n          },\n        };\n      }\n    } else if (\n      imageBlock.source_type === 'base64' &&\n      imageBlock.data != null &&\n      imageBlock.data !== ''\n    ) {\n      let format: 'gif' | 'jpeg' | 'png' | 'webp' | undefined;\n      if (imageBlock.mime_type != null && imageBlock.mime_type !== '') {\n        const parsedMimeType = parseMimeType(imageBlock.mime_type);\n        format = parsedMimeType.subtype as typeof format;\n      }\n      return {\n        image: {\n          format,\n          source: {\n            bytes: Uint8Array.from(atob(imageBlock.data), (c) =>\n              c.charCodeAt(0)\n            ),\n          },\n        },\n      };\n    }\n    // If it already has the Bedrock image structure, pass through\n    if ((block as { image?: unknown }).image !== undefined) {\n      return {\n        image: (block as { image: unknown }).image,\n      } as BedrockContentBlock;\n    }\n  }\n\n  if (\n    block.type === 'video' &&\n    (block as { video?: unknown }).video !== undefined\n  ) {\n    return {\n      video: (block as { video: unknown }).video,\n    } as BedrockContentBlock;\n  }\n\n  if (block.type === 'video') {\n    return convertMultimodalVideoBlock(block as MediaContentBlock);\n  }\n\n  if (\n    block.type === 'audio' &&\n    (block as { audio?: unknown }).audio !== undefined\n  ) {\n    return {\n      audio: (block as { audio: unknown }).audio,\n    } as BedrockContentBlock;\n  }\n\n  if (block.type === 'audio') {\n    return convertMultimodalAudioBlock(block as MediaContentBlock);\n  }\n\n  if (\n    block.type === 'document' &&\n    (block as { document?: unknown }).document !== undefined\n  ) {\n    return {\n      document: (block as { document: unknown }).document,\n    } as BedrockContentBlock;\n  }\n\n  if (isDefaultCachePoint(block)) {\n    return {\n      cachePoint: {\n        type: 'default',\n      },\n    } as BedrockContentBlock;\n  }\n\n  if (onUnknown === 'throw') {\n    throw new Error(`Unsupported content block type: ${block.type}`);\n  } else {\n    return block as unknown as BedrockContentBlock;\n  }\n}\n\n/**\n * Convert a system message to Bedrock system content blocks.\n */\nfunction convertSystemMessageToConverseMessage(\n  msg: BaseMessage\n): BedrockSystemContentBlock[] {\n  if (typeof msg.content === 'string') {\n    return [{ text: msg.content }];\n  } else if (Array.isArray(msg.content) && msg.content.length > 0) {\n    const contentBlocks: BedrockSystemContentBlock[] = [];\n    for (const block of msg.content) {\n      if (\n        typeof block === 'object' &&\n        block.type === 'text' &&\n        typeof (block as { text?: string }).text === 'string'\n      ) {\n        contentBlocks.push({\n          text: (block as { text: string }).text,\n        });\n      } else if (isDefaultCachePoint(block)) {\n        contentBlocks.push({\n          cachePoint: {\n            type: 'default',\n          },\n        } as BedrockSystemContentBlock);\n      } else {\n        break;\n      }\n    }\n    if (msg.content.length === contentBlocks.length) {\n      return contentBlocks;\n    }\n  }\n  throw new Error(\n    'System message content must be either a string, or an array of text blocks, optionally including a cache point.'\n  );\n}\n\n/**\n * Convert an AI message to a Bedrock message.\n */\nfunction convertAIMessageToConverseMessage(msg: BaseMessage): BedrockMessage {\n  // Check for v1 format from other providers (PR #9766 fix)\n  const responseMetadata = msg.response_metadata as\n    | { output_version?: string }\n    | undefined;\n  if (responseMetadata?.output_version === 'v1') {\n    return convertFromV1ToChatBedrockConverseMessage(msg);\n  }\n\n  const assistantMsg: BedrockMessage = {\n    role: 'assistant',\n    content: [],\n  };\n\n  if (typeof msg.content === 'string' && msg.content !== '') {\n    assistantMsg.content?.push({ text: msg.content });\n  } else if (Array.isArray(msg.content)) {\n    const concatenatedBlocks = concatenateLangchainReasoningBlocks(\n      msg.content as Array<MessageContentComplex | MessageContentReasoningBlock>\n    );\n    const contentBlocks: BedrockContentBlock[] = [];\n\n    concatenatedBlocks.forEach((block) => {\n      if (block.type === 'text') {\n        const text = (block as { text?: string }).text ?? '';\n        // Skip completely empty text blocks (common in AI messages with tool_use blocks)\n        if (text === '') {\n          return;\n        }\n        // Merge whitespace/newlines with previous text blocks to avoid validation errors.\n        const cleanedText = text.replace(/\\n/g, '').trim();\n        if (cleanedText === '') {\n          if (contentBlocks.length > 0) {\n            const lastBlock = contentBlocks[contentBlocks.length - 1];\n            if ('text' in lastBlock) {\n              const mergedTextContent = `${lastBlock.text}${text}`;\n              (lastBlock as { text: string }).text = mergedTextContent;\n            }\n          }\n        } else {\n          contentBlocks.push({ text });\n        }\n      } else if (block.type === 'reasoning_content') {\n        const reasoningBlock = block as MessageContentReasoningBlock;\n        // Bedrock Converse rejects reasoningContent whose reasoningText.text is\n        // null/empty (a signature-only block that never merged with its text).\n        // Drop it rather than emit an invalid request; the empty-turn\n        // placeholder below covers a turn left with no content.\n        if (!isSerializableBedrockReasoningBlock(reasoningBlock)) {\n          return;\n        }\n        contentBlocks.push({\n          reasoningContent:\n            langchainReasoningBlockToBedrockReasoningBlock(reasoningBlock),\n        } as BedrockContentBlock);\n      } else if (isDefaultCachePoint(block)) {\n        contentBlocks.push({\n          cachePoint: {\n            type: 'default',\n          },\n        } as BedrockContentBlock);\n      } else if (FOREIGN_REASONING_TYPES.some((t) => t === block.type)) {\n        // Reasoning from another provider (Anthropic `thinking`/\n        // `redacted_thinking`, Google `reasoning`, LibreChat `think`). Bedrock's\n        // native reasoning is `reasoning_content` (handled above); a foreign\n        // block carries a signature Bedrock cannot validate, so drop it on a\n        // cross-provider handoff (e.g. Anthropic → Bedrock) rather than crash.\n        // The Bedrock model produces its own reasoning. Anything else unknown\n        // still throws below — real content must be surfaced, not dropped.\n        return;\n      } else {\n        const blockValues = Object.fromEntries(\n          Object.entries(block).filter(([key]) => key !== 'type')\n        );\n        throw new Error(\n          `Unsupported content block type: ${block.type} with content of ${JSON.stringify(blockValues, null, 2)}`\n        );\n      }\n    });\n\n    assistantMsg.content = [...(assistantMsg.content ?? []), ...contentBlocks];\n  }\n\n  // Important: this must be placed after any reasoning content blocks\n  if (isAIMessage(msg) && msg.tool_calls != null && msg.tool_calls.length > 0) {\n    const toolUseBlocks = msg.tool_calls.map((tc) => ({\n      toolUse: {\n        toolUseId: tc.id,\n        name: tc.name,\n        input: tc.args as Record<string, unknown>,\n      },\n    }));\n    assistantMsg.content = [\n      ...(assistantMsg.content ?? 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'')) {\n        assistantMsg.content?.push({\n          toolUse: {\n            toolUseId: tc.id,\n            name: tc.name,\n            input: tc.args as Record<string, unknown>,\n          },\n        } as BedrockContentBlock);\n      }\n    }\n  }\n\n  return assistantMsg;\n}\n\n/**\n * Convert a human message to a Bedrock message.\n */\nfunction convertHumanMessageToConverseMessage(\n  msg: BaseMessage\n): BedrockMessage {\n  const userMessage: BedrockMessage = {\n    role: 'user',\n    content: [],\n  };\n\n  if (typeof msg.content === 'string') {\n    userMessage.content = [{ text: msg.content }];\n  } else if (Array.isArray(msg.content)) {\n    userMessage.content = msg.content.map((block) =>\n      convertLangChainContentBlockToConverseContentBlock({ block })\n    );\n  }\n\n  return userMessage;\n}\n\n/**\n * Convert a tool message to a Bedrock message.\n */\nfunction convertToolMessageToConverseMessage(msg: BaseMessage): BedrockMessage {\n  const toolCallId = (msg as { tool_call_id?: string }).tool_call_id;\n\n  let content: BedrockContentBlock[];\n  if (typeof msg.content === 'string') {\n    content = [{ text: msg.content }];\n  } else if (Array.isArray(msg.content)) {\n    content = msg.content.map((block) =>\n      convertLangChainContentBlockToConverseContentBlock({\n        block,\n        onUnknown: 'passthrough',\n      })\n    );\n  } else {\n    content = [{ text: String(msg.content) }];\n  }\n\n  // A `cachePoint` is a message-level ContentBlock — it is NOT a valid\n  // ToolResultContentBlock. 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+{"version":3,"file":"message_inputs.mjs","names":[],"sources":["../../../../../src/llm/bedrock/utils/message_inputs.ts"],"sourcesContent":["/**\n * Utility functions for converting LangChain messages to Bedrock Converse messages.\n * Ported from @langchain/aws common.js\n */\nimport {\n  type BaseMessage,\n  isAIMessage,\n  type Data,\n  parseBase64DataUrl,\n  parseMimeType,\n  MessageContentComplex,\n  type StandardContentBlockConverter,\n  convertToProviderContentBlock,\n  isDataContentBlock,\n} from '@langchain/core/messages';\nimport type {\n  AudioFormat,\n  AudioSource,\n  DocumentFormat,\n  DocumentSource,\n  VideoFormat,\n  VideoSource,\n} from '@aws-sdk/client-bedrock-runtime';\nimport type {\n  BedrockMessage,\n  BedrockSystemContentBlock,\n  BedrockContentBlock,\n  MessageContentReasoningBlock,\n} from '../types';\n\n/**\n * Reasoning blocks from other providers, relative to Bedrock. Bedrock's native\n * reasoning format is `reasoning_content`; these carry provider-specific\n * signatures Bedrock cannot validate, so they are dropped on a cross-provider\n * handoff (e.g. Anthropic → Bedrock) rather than crashing the conversion.\n */\nconst FOREIGN_REASONING_TYPES = [\n  'thinking',\n  'redacted_thinking',\n  'reasoning',\n  'think',\n];\n\n/**\n * Bedrock Converse rejects assistant messages with no content blocks. When\n * filtering (e.g. dropping foreign reasoning) empties an assistant turn that\n * also has no tool calls, fall back to this placeholder text.\n */\nconst BEDROCK_EMPTY_TEXT_PLACEHOLDER = '_';\n\n/**\n * Convert a LangChain reasoning block to a Bedrock reasoning block.\n */\nexport function langchainReasoningBlockToBedrockReasoningBlock(\n  content: MessageContentReasoningBlock\n): {\n  reasoningText?: { text?: string; signature?: string };\n  redactedContent?: Uint8Array;\n} {\n  if (content.reasoningText != null) {\n    return {\n      reasoningText: content.reasoningText,\n    };\n  }\n  if (content.redactedContent != null && content.redactedContent !== '') {\n    return {\n      redactedContent: new Uint8Array(\n        Buffer.from(content.redactedContent, 'base64')\n      ),\n    };\n  }\n  throw new Error('Invalid reasoning content');\n}\n\n/**\n * Whether a reasoning block can be serialized to a valid Bedrock\n * `reasoningContent`. Bedrock Converse rejects `reasoningText` with a null/empty\n * `text` (e.g. a signature-only block that never merged with its text), so such\n * blocks must be dropped rather than sent.\n */\nfunction isSerializableBedrockReasoningBlock(\n  content: MessageContentReasoningBlock\n): boolean {\n  if (content.reasoningText != null) {\n    const text = content.reasoningText.text;\n    return text != null && text !== '';\n  }\n  return content.redactedContent != null && content.redactedContent !== '';\n}\n\n/**\n * Concatenate consecutive reasoning blocks in content array.\n */\nexport function concatenateLangchainReasoningBlocks(\n  content: Array<MessageContentComplex | MessageContentReasoningBlock>\n): Array<MessageContentComplex | MessageContentReasoningBlock> {\n  const result: Array<MessageContentComplex | MessageContentReasoningBlock> =\n    [];\n\n  for (const block of content) {\n    if (block.type === 'reasoning_content') {\n      const currentReasoning = block as MessageContentReasoningBlock;\n      const lastIndex = result.length - 1;\n\n      // Check if we can merge with the previous block\n      if (lastIndex >= 0) {\n        const lastBlock = result[lastIndex];\n        if (\n          lastBlock.type === 'reasoning_content' &&\n          (lastBlock as MessageContentReasoningBlock).reasoningText != null &&\n          currentReasoning.reasoningText != null\n        ) {\n          const lastReasoning = lastBlock as MessageContentReasoningBlock;\n          // Merge consecutive reasoning text blocks\n          const lastText = lastReasoning.reasoningText?.text;\n          const currentText = currentReasoning.reasoningText.text;\n          if (\n            lastText != null &&\n            lastText !== '' &&\n            currentText != null &&\n            currentText !== ''\n          ) {\n            lastReasoning.reasoningText!.text = lastText + currentText;\n          } else if (\n            currentReasoning.reasoningText.signature != null &&\n            currentReasoning.reasoningText.signature !== ''\n          ) {\n            lastReasoning.reasoningText!.signature =\n              currentReasoning.reasoningText.signature;\n          }\n          continue;\n        }\n      }\n\n      result.push({ ...block } as MessageContentReasoningBlock);\n    } else {\n      result.push(block);\n    }\n  }\n\n  return result;\n}\n\n/**\n * Extract image info from a base64 string or URL.\n */\nexport function extractImageInfo(base64: string): BedrockContentBlock {\n  // Extract the format from the base64 string\n  const formatMatch = base64.match(/^data:image\\/(\\w+);base64,/);\n  let format: 'gif' | 'jpeg' | 'png' | 'webp' | undefined;\n  if (formatMatch) {\n    const extractedFormat = formatMatch[1].toLowerCase();\n    if (['gif', 'jpeg', 'png', 'webp'].includes(extractedFormat)) {\n      format = extractedFormat as typeof format;\n    }\n  }\n\n  // Remove the data URL prefix if present\n  const base64Data = base64.replace(/^data:image\\/\\w+;base64,/, '');\n\n  // Convert base64 to Uint8Array\n  const binaryString = atob(base64Data);\n  const bytes = new Uint8Array(binaryString.length);\n  for (let i = 0; i < binaryString.length; i += 1) {\n    bytes[i] = binaryString.charCodeAt(i);\n  }\n\n  return {\n    image: {\n      format,\n      source: {\n        bytes,\n      },\n    },\n  };\n}\n\ntype MediaContentBlock = MessageContentComplex & {\n  data?: string | Uint8Array;\n  url?: string;\n  fileId?: string;\n  mimeType?: string;\n};\n\nconst mimeTypeToVideoFormat: Record<string, VideoFormat> = {\n  'video/flv': 'flv',\n  'video/mkv': 'mkv',\n  'video/mov': 'mov',\n  'video/mp4': 'mp4',\n  'video/mpeg': 'mpeg',\n  'video/mpg': 'mpg',\n  'video/three_gp': 'three_gp',\n  'video/webm': 'webm',\n  'video/wmv': 'wmv',\n};\n\nconst mimeTypeToAudioFormat: Record<string, AudioFormat> = {\n  'audio/aac': 'aac',\n  'audio/flac': 'flac',\n  'audio/m4a': 'm4a',\n  'audio/mka': 'mka',\n  'audio/mkv': 'mkv',\n  'audio/mp3': 'mp3',\n  'audio/mp4': 'mp4',\n  'audio/mpeg': 'mpeg',\n  'audio/mpga': 'mpga',\n  'audio/ogg': 'ogg',\n  'audio/opus': 'opus',\n  'audio/pcm': 'pcm',\n  'audio/wav': 'wav',\n  'audio/webm': 'webm',\n  'audio/x-aac': 'x-aac',\n};\n\nconst mimeTypeToDocumentFormat: Partial<Record<string, DocumentFormat>> = {\n  'text/csv': 'csv',\n  'application/msword': 'doc',\n  'application/vnd.openxmlformats-officedocument.wordprocessingml.document':\n    'docx',\n  'text/html': 'html',\n  'text/markdown': 'md',\n  'application/pdf': 'pdf',\n  'text/plain': 'txt',\n  'application/vnd.ms-excel': 'xls',\n  'application/vnd.openxmlformats-officedocument.spreadsheetml.sheet': 'xlsx',\n};\n\nfunction base64ToBytes(data: string): Uint8Array {\n  return Uint8Array.from(atob(data), (char) => char.charCodeAt(0));\n}\n\nfunction getMediaFormat<T extends string>(\n  mimeType: string | undefined,\n  formatMap: Record<string, T>\n): T | undefined {\n  if (mimeType == null || mimeType === '') {\n    return undefined;\n  }\n  return formatMap[mimeType] ?? (parseMimeType(mimeType).subtype as T);\n}\n\nfunction resolveMediaSource(\n  block: MediaContentBlock\n): AudioSource | VideoSource {\n  if (typeof block.data === 'string') {\n    return { bytes: base64ToBytes(block.data) };\n  }\n  if (block.data instanceof Uint8Array) {\n    return { bytes: block.data };\n  }\n  if (typeof block.url === 'string') {\n    const parsedData = parseBase64DataUrl({\n      dataUrl: block.url,\n      asTypedArray: true,\n    });\n    if (parsedData != null) {\n      return { bytes: parsedData.data as Uint8Array };\n    }\n    throw new Error(\n      `Only base64 data URLs are supported for ${block.type} blocks with 'url' field with ChatBedrockConverse.`\n    );\n  }\n  if (typeof block.fileId === 'string') {\n    return { s3Location: { uri: block.fileId } };\n  }\n  throw new Error(\n    `${block.type} block must include one of: 'data' (base64 string or Uint8Array), 'url' (base64 data URL), or 'fileId' (S3 URI).`\n  );\n}\n\nfunction convertMultimodalVideoBlock(\n  block: MediaContentBlock\n): BedrockContentBlock {\n  return {\n    video: {\n      format: getMediaFormat(block.mimeType, mimeTypeToVideoFormat),\n      source: resolveMediaSource(block) as VideoSource,\n    },\n  } as BedrockContentBlock;\n}\n\nfunction convertMultimodalAudioBlock(\n  block: MediaContentBlock\n): BedrockContentBlock {\n  return {\n    audio: {\n      format: getMediaFormat(block.mimeType, mimeTypeToAudioFormat),\n      source: resolveMediaSource(block) as AudioSource,\n    },\n  } as BedrockContentBlock;\n}\n\nfunction getDocumentName(block: Data.StandardFileBlock): string {\n  return (\n    (block.metadata?.name as string | undefined) ??\n    (block.metadata?.filename as string | undefined) ??\n    (block.metadata?.title as string | undefined) ??\n    globalThis.crypto.randomUUID().replace(/-/g, '').slice(0, 12)\n  );\n}\n\nfunction getDocumentFormat(\n  mimeType: string | undefined\n): DocumentFormat | undefined {\n  if (mimeType == null || mimeType === '') {\n    return undefined;\n  }\n  const parsedMimeType = parseMimeType(mimeType);\n  const format =\n    mimeTypeToDocumentFormat[\n      `${parsedMimeType.type}/${parsedMimeType.subtype}`\n    ];\n  if (format === undefined) {\n    throw new Error(\n      `Unsupported file mime type: \"${mimeType}\" ChatBedrockConverse only supports ${Object.keys(\n        mimeTypeToDocumentFormat\n      ).join(', ')} formats.`\n    );\n  }\n  return format;\n}\n\nconst standardContentBlockConverter: StandardContentBlockConverter<{\n  text: BedrockContentBlock;\n  image: BedrockContentBlock;\n  file: BedrockContentBlock;\n}> = {\n  providerName: 'ChatBedrockConverse',\n\n  fromStandardTextBlock(block: Data.StandardTextBlock): BedrockContentBlock {\n    return { text: block.text };\n  },\n\n  fromStandardImageBlock(block: Data.StandardImageBlock): BedrockContentBlock {\n    if (block.source_type === 'url') {\n      const parsedData = parseBase64DataUrl({\n        dataUrl: block.url,\n        asTypedArray: true,\n      });\n      if (parsedData == null) {\n        throw new Error(\n          [\n            'Only base64 data URLs are supported for image blocks with source type ',\n            'url',\n            ' with ChatBedrockConverse.',\n          ].join(String.fromCharCode(39))\n        );\n      }\n      return {\n        image: {\n          format: parseMimeType(parsedData.mime_type).subtype as\n            | 'gif'\n            | 'jpeg'\n            | 'png'\n            | 'webp',\n          source: { bytes: parsedData.data as Uint8Array },\n        },\n      };\n    }\n    if (block.source_type === 'base64') {\n      let format: 'gif' | 'jpeg' | 'png' | 'webp' | undefined;\n      if (block.mime_type != null && block.mime_type !== '') {\n        format = parseMimeType(block.mime_type).subtype as typeof format;\n      }\n      if (format != null && !['gif', 'jpeg', 'png', 'webp'].includes(format)) {\n        throw new Error(\n          `Unsupported image mime type: \"${block.mime_type}\" ChatBedrockConverse only supports \"image/gif\", \"image/jpeg\", \"image/png\", and \"image/webp\" formats.`\n        );\n      }\n      return {\n        image: {\n          format,\n          source: { bytes: base64ToBytes(block.data) },\n        },\n      };\n    }\n    throw new Error(\n      `Image source type '${block.source_type}' not supported with ChatBedrockConverse.`\n    );\n  },\n\n  fromStandardFileBlock(block: Data.StandardFileBlock): BedrockContentBlock {\n    const name = getDocumentName(block);\n    if (block.source_type === 'text') {\n      return {\n        document: {\n          name,\n          format: 'txt',\n          source: { bytes: new TextEncoder().encode(block.text) },\n        },\n      } as BedrockContentBlock;\n    }\n    if (block.source_type === 'url') {\n      const parsedData = parseBase64DataUrl({\n        dataUrl: block.url,\n        asTypedArray: true,\n      });\n      if (parsedData == null) {\n        throw new Error(\n          [\n            'Only base64 data URLs are supported for file blocks with source type ',\n            'url',\n            ' with ChatBedrockConverse.',\n          ].join(String.fromCharCode(39))\n        );\n      }\n      return {\n        document: {\n          name,\n          format: getDocumentFormat(parsedData.mime_type),\n          source: { bytes: parsedData.data as Uint8Array } as DocumentSource,\n        },\n      } as BedrockContentBlock;\n    }\n    if (block.source_type === 'base64') {\n      return {\n        document: {\n          name,\n          format: getDocumentFormat(block.mime_type),\n          source: { bytes: base64ToBytes(block.data) } as DocumentSource,\n        },\n      } as BedrockContentBlock;\n    }\n    throw new Error(\n      `File source type '${block.source_type}' not supported with ChatBedrockConverse.`\n    );\n  },\n};\n\ntype BedrockPromptCacheTtl = '5m' | '1h';\ntype NormalizedBedrockCachePoint = {\n  type: 'default';\n  ttl?: BedrockPromptCacheTtl;\n};\n\n/**\n * Check if a block has a default cache point and return its normalized form,\n * preserving an optional extended-TTL `ttl` (`'5m'` | `'1h'`). Returns\n * `undefined` when the block is not a default cache point.\n */\nfunction getDefaultCachePoint(\n  block: unknown\n): NormalizedBedrockCachePoint | undefined {\n  if (typeof block !== 'object' || block === null) {\n    return undefined;\n  }\n  if (!('cachePoint' in block)) {\n    return undefined;\n  }\n  const cachePoint = (block as { cachePoint?: unknown }).cachePoint;\n  if (typeof cachePoint !== 'object' || cachePoint === null) {\n    return undefined;\n  }\n  if (!('type' in cachePoint)) {\n    return undefined;\n  }\n  if ((cachePoint as { type?: string }).type !== 'default') {\n    return undefined;\n  }\n  const ttl = (cachePoint as { ttl?: unknown }).ttl;\n  return ttl === '5m' || ttl === '1h'\n    ? { type: 'default', ttl }\n    : { type: 'default' };\n}\n\n/**\n * Convert a LangChain content block to a Bedrock Converse content block.\n */\nfunction convertLangChainContentBlockToConverseContentBlock({\n  block,\n  onUnknown = 'throw',\n}: {\n  block: string | MessageContentComplex;\n  onUnknown?: 'throw' | 'passthrough';\n}): BedrockContentBlock {\n  if (typeof block === 'string') {\n    return { text: block };\n  }\n\n  if (isDataContentBlock(block)) {\n    return convertToProviderContentBlock(block, standardContentBlockConverter);\n  }\n\n  if (block.type === 'text') {\n    return { text: (block as { text: string }).text };\n  }\n\n  if (block.type === 'image_url') {\n    const imageUrl =\n      typeof (block as { image_url: string | { url: string } }).image_url ===\n      'string'\n        ? (block as { image_url: string }).image_url\n        : (block as { image_url: { url: string } }).image_url.url;\n    return extractImageInfo(imageUrl);\n  }\n\n  if (block.type === 'image') {\n    // Handle standard image block format\n    const imageBlock = block as {\n      source_type?: string;\n      url?: string;\n      data?: string;\n      mime_type?: string;\n    };\n    if (\n      imageBlock.source_type === 'url' &&\n      imageBlock.url != null &&\n      imageBlock.url !== ''\n    ) {\n      const parsedData = parseBase64DataUrl({\n        dataUrl: imageBlock.url,\n        asTypedArray: true,\n      });\n      if (parsedData != null) {\n        const parsedMimeType = parseMimeType(parsedData.mime_type);\n        return {\n          image: {\n            format: parsedMimeType.subtype as 'gif' | 'jpeg' | 'png' | 'webp',\n            source: {\n              bytes: parsedData.data as Uint8Array,\n            },\n          },\n        };\n      }\n    } else if (\n      imageBlock.source_type === 'base64' &&\n      imageBlock.data != null &&\n      imageBlock.data !== ''\n    ) {\n      let format: 'gif' | 'jpeg' | 'png' | 'webp' | undefined;\n      if (imageBlock.mime_type != null && imageBlock.mime_type !== '') {\n        const parsedMimeType = parseMimeType(imageBlock.mime_type);\n        format = parsedMimeType.subtype as typeof format;\n      }\n      return {\n        image: {\n          format,\n          source: {\n            bytes: Uint8Array.from(atob(imageBlock.data), (c) =>\n              c.charCodeAt(0)\n            ),\n          },\n        },\n      };\n    }\n    // If it already has the Bedrock image structure, pass through\n    if ((block as { image?: unknown }).image !== undefined) {\n      return {\n        image: (block as { image: unknown }).image,\n      } as BedrockContentBlock;\n    }\n  }\n\n  if (\n    block.type === 'video' &&\n    (block as { video?: unknown }).video !== undefined\n  ) {\n    return {\n      video: (block as { video: unknown }).video,\n    } as BedrockContentBlock;\n  }\n\n  if (block.type === 'video') {\n    return convertMultimodalVideoBlock(block as MediaContentBlock);\n  }\n\n  if (\n    block.type === 'audio' &&\n    (block as { audio?: unknown }).audio !== undefined\n  ) {\n    return {\n      audio: (block as { audio: unknown }).audio,\n    } as BedrockContentBlock;\n  }\n\n  if (block.type === 'audio') {\n    return convertMultimodalAudioBlock(block as MediaContentBlock);\n  }\n\n  if (\n    block.type === 'document' &&\n    (block as { document?: unknown }).document !== undefined\n  ) {\n    return {\n      document: (block as { document: unknown }).document,\n    } as BedrockContentBlock;\n  }\n\n  const cachePoint = getDefaultCachePoint(block);\n  if (cachePoint != null) {\n    return {\n      cachePoint,\n    } as BedrockContentBlock;\n  }\n\n  if (onUnknown === 'throw') {\n    throw new Error(`Unsupported content block type: ${block.type}`);\n  } else {\n    return block as unknown as BedrockContentBlock;\n  }\n}\n\n/**\n * Convert a system message to Bedrock system content blocks.\n */\nfunction convertSystemMessageToConverseMessage(\n  msg: BaseMessage\n): BedrockSystemContentBlock[] {\n  if (typeof msg.content === 'string') {\n    return [{ text: msg.content }];\n  } else if (Array.isArray(msg.content) && msg.content.length > 0) {\n    const contentBlocks: BedrockSystemContentBlock[] = [];\n    for (const block of msg.content) {\n      if (\n        typeof block === 'object' &&\n        block.type === 'text' &&\n        typeof (block as { text?: string }).text === 'string'\n      ) {\n        contentBlocks.push({\n          text: (block as { text: string }).text,\n        });\n      } else {\n        const cachePoint = getDefaultCachePoint(block);\n        if (cachePoint == null) {\n          break;\n        }\n        contentBlocks.push({\n          cachePoint,\n        } as BedrockSystemContentBlock);\n      }\n    }\n    if (msg.content.length === contentBlocks.length) {\n      return contentBlocks;\n    }\n  }\n  throw new Error(\n    'System message content must be either a string, or an array of text blocks, optionally including a cache point.'\n  );\n}\n\n/**\n * Convert an AI message to a Bedrock message.\n */\nfunction convertAIMessageToConverseMessage(msg: BaseMessage): BedrockMessage {\n  // Check for v1 format from other providers (PR #9766 fix)\n  const responseMetadata = msg.response_metadata as\n    | { output_version?: string }\n    | undefined;\n  if (responseMetadata?.output_version === 'v1') {\n    return convertFromV1ToChatBedrockConverseMessage(msg);\n  }\n\n  const assistantMsg: BedrockMessage = {\n    role: 'assistant',\n    content: [],\n  };\n\n  if (typeof msg.content === 'string' && msg.content !== '') {\n    assistantMsg.content?.push({ text: msg.content });\n  } else if (Array.isArray(msg.content)) {\n    const concatenatedBlocks = concatenateLangchainReasoningBlocks(\n      msg.content as Array<MessageContentComplex | MessageContentReasoningBlock>\n    );\n    const contentBlocks: BedrockContentBlock[] = [];\n\n    concatenatedBlocks.forEach((block) => {\n      if (block.type === 'text') {\n        const text = (block as { text?: string }).text ?? '';\n        // Skip completely empty text blocks (common in AI messages with tool_use blocks)\n        if (text === '') {\n          return;\n        }\n        // Merge whitespace/newlines with previous text blocks to avoid validation errors.\n        const cleanedText = text.replace(/\\n/g, '').trim();\n        if (cleanedText === '') {\n          if (contentBlocks.length > 0) {\n            const lastBlock = contentBlocks[contentBlocks.length - 1];\n            if ('text' in lastBlock) {\n              const mergedTextContent = `${lastBlock.text}${text}`;\n              (lastBlock as { text: string }).text = mergedTextContent;\n            }\n          }\n        } else {\n          contentBlocks.push({ text });\n        }\n      } else if (block.type === 'reasoning_content') {\n        const reasoningBlock = block as MessageContentReasoningBlock;\n        // Bedrock Converse rejects reasoningContent whose reasoningText.text is\n        // null/empty (a signature-only block that never merged with its text).\n        // Drop it rather than emit an invalid request; the empty-turn\n        // placeholder below covers a turn left with no content.\n        if (!isSerializableBedrockReasoningBlock(reasoningBlock)) {\n          return;\n        }\n        contentBlocks.push({\n          reasoningContent:\n            langchainReasoningBlockToBedrockReasoningBlock(reasoningBlock),\n        } as BedrockContentBlock);\n      } else {\n        const cachePoint = getDefaultCachePoint(block);\n        if (cachePoint != null) {\n          contentBlocks.push({\n            cachePoint,\n          } as BedrockContentBlock);\n        } else if (FOREIGN_REASONING_TYPES.some((t) => t === block.type)) {\n          // Reasoning from another provider (Anthropic `thinking`/\n          // `redacted_thinking`, Google `reasoning`, LibreChat `think`).\n          // Bedrock's native reasoning is `reasoning_content` (handled above); a\n          // foreign block carries a signature Bedrock cannot validate, so drop\n          // it on a cross-provider handoff (e.g. Anthropic → Bedrock) rather\n          // than crash. The Bedrock model produces its own reasoning. Anything\n          // else unknown still throws below — real content must be surfaced.\n          return;\n        } else {\n          const blockValues = Object.fromEntries(\n            Object.entries(block).filter(([key]) => key !== 'type')\n          );\n          throw new Error(\n            `Unsupported content block type: ${block.type} with content of ${JSON.stringify(blockValues, null, 2)}`\n          );\n        }\n      }\n    });\n\n    assistantMsg.content = [...(assistantMsg.content ?? []), ...contentBlocks];\n  }\n\n  // Important: this must be placed after any reasoning content blocks\n  if (isAIMessage(msg) && msg.tool_calls != null && msg.tool_calls.length > 0) {\n    const toolUseBlocks = msg.tool_calls.map((tc) => ({\n      toolUse: {\n        toolUseId: tc.id,\n        name: tc.name,\n        input: tc.args as Record<string, unknown>,\n      },\n    }));\n    assistantMsg.content = [\n      ...(assistantMsg.content ?? 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[]\n    );\n\n    for (const tc of msg.tool_calls) {\n      if (!existingToolUseIds.has(tc.id ?? '')) {\n        assistantMsg.content?.push({\n          toolUse: {\n            toolUseId: tc.id,\n            name: tc.name,\n            input: tc.args as Record<string, unknown>,\n          },\n        } as BedrockContentBlock);\n      }\n    }\n  }\n\n  return assistantMsg;\n}\n\n/**\n * Convert a human message to a Bedrock message.\n */\nfunction convertHumanMessageToConverseMessage(\n  msg: BaseMessage\n): BedrockMessage {\n  const userMessage: BedrockMessage = {\n    role: 'user',\n    content: [],\n  };\n\n  if (typeof msg.content === 'string') {\n    userMessage.content = [{ text: msg.content }];\n  } else if (Array.isArray(msg.content)) {\n    userMessage.content = msg.content.map((block) =>\n      convertLangChainContentBlockToConverseContentBlock({ block })\n    );\n  }\n\n  return userMessage;\n}\n\n/**\n * Convert a tool message to a Bedrock message.\n */\nfunction convertToolMessageToConverseMessage(msg: BaseMessage): BedrockMessage {\n  const toolCallId = (msg as { tool_call_id?: string }).tool_call_id;\n\n  let content: BedrockContentBlock[];\n  if (typeof msg.content === 'string') {\n    content = [{ text: msg.content }];\n  } else if (Array.isArray(msg.content)) {\n    content = msg.content.map((block) =>\n      convertLangChainContentBlockToConverseContentBlock({\n        block,\n        onUnknown: 'passthrough',\n      })\n    );\n  } else {\n    content = [{ text: String(msg.content) }];\n  }\n\n  // A `cachePoint` is a message-level ContentBlock — it is NOT a valid\n  // ToolResultContentBlock. 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package/dist/esm/llm/openrouter/index.mjs

@@ -17,6 +17,7 @@ var ChatOpenRouter = class extends ChatOpenAI {
 	constructor(_fields) {
 		const fieldsWithoutPromptCache = { ..._fields };
 		delete fieldsWithoutPromptCache.promptCache;
+		delete fieldsWithoutPromptCache.promptCacheTtl;
 		const { include_reasoning, reasoning: openRouterReasoning, modelKwargs = {}, ...fields } = fieldsWithoutPromptCache;
 		const { reasoning: mkReasoning, ...restModelKwargs } = modelKwargs;
 		const mergedReasoning = mkReasoning != null || openRouterReasoning != null ? {

package/dist/esm/llm/openrouter/index.mjs.map

@@ -1 +1 @@
-{"version":3,"file":"index.mjs","names":[],"sources":["../../../../src/llm/openrouter/index.ts"],"sourcesContent":["import type {\n  ChatOpenAICallOptions,\n  OpenAIChatInput,\n  OpenAIClient,\n} from '@langchain/openai';\nimport type { CallbackManagerForLLMRun } from '@langchain/core/callbacks/manager';\nimport type { ChatGenerationChunk } from '@langchain/core/outputs';\nimport type { BaseMessage } from '@langchain/core/messages';\nimport { ChatOpenAI, emitStreamChunkCallback } from '@/llm/openai';\n\nexport type OpenRouterReasoningEffort =\n  | 'xhigh'\n  | 'high'\n  | 'medium'\n  | 'low'\n  | 'minimal'\n  | 'none';\n\nexport interface OpenRouterReasoning {\n  effort?: OpenRouterReasoningEffort;\n  max_tokens?: number;\n  exclude?: boolean;\n  enabled?: boolean;\n}\n\nexport interface ChatOpenRouterCallOptions\n  extends Omit<ChatOpenAICallOptions, 'reasoning'> {\n  /** @deprecated Use `reasoning` object instead */\n  include_reasoning?: boolean;\n  reasoning?: OpenRouterReasoning;\n  modelKwargs?: OpenAIChatInput['modelKwargs'];\n  promptCache?: boolean;\n}\n\nexport type ChatOpenRouterInput = Partial<\n  ChatOpenRouterCallOptions & OpenAIChatInput\n>;\n\n/** invocationParams return type extended with OpenRouter reasoning */\nexport type OpenRouterInvocationParams = Omit<\n  OpenAIClient.Chat.ChatCompletionCreateParams,\n  'messages'\n> & {\n  reasoning?: OpenRouterReasoning;\n};\n\ntype InvocationParamsExtra = {\n  streaming?: boolean;\n};\n\ninterface OpenRouterReasoningTextDetail {\n  type: 'reasoning.text';\n  text?: string;\n  format?: string;\n  index?: number;\n}\n\ninterface OpenRouterReasoningEncryptedDetail {\n  type: 'reasoning.encrypted';\n  id?: string;\n  data?: string;\n  format?: string;\n  index?: number;\n}\n\ntype OpenRouterReasoningDetail =\n  | OpenRouterReasoningTextDetail\n  | OpenRouterReasoningEncryptedDetail;\n\nfunction isReasoningTextDetail(\n  value: unknown\n): value is OpenRouterReasoningTextDetail {\n  return (\n    typeof value === 'object' &&\n    value !== null &&\n    'type' in value &&\n    value.type === 'reasoning.text'\n  );\n}\n\nfunction isReasoningEncryptedDetail(\n  value: unknown\n): value is OpenRouterReasoningEncryptedDetail {\n  return (\n    typeof value === 'object' &&\n    value !== null &&\n    'type' in value &&\n    value.type === 'reasoning.encrypted'\n  );\n}\n\nfunction getReasoningDetails(value: unknown): OpenRouterReasoningDetail[] {\n  if (!Array.isArray(value)) {\n    return [];\n  }\n  return value.filter(\n    (detail): detail is OpenRouterReasoningDetail =>\n      isReasoningTextDetail(detail) || isReasoningEncryptedDetail(detail)\n  );\n}\n\nexport class ChatOpenRouter extends ChatOpenAI {\n  private openRouterReasoning?: OpenRouterReasoning;\n  /** @deprecated Use `reasoning` object instead */\n  private includeReasoning?: boolean;\n\n  constructor(_fields: ChatOpenRouterInput) {\n    const fieldsWithoutPromptCache: ChatOpenRouterInput = { ..._fields };\n    delete fieldsWithoutPromptCache.promptCache;\n\n    const {\n      include_reasoning,\n      reasoning: openRouterReasoning,\n      modelKwargs = {},\n      ...fields\n    } = fieldsWithoutPromptCache;\n\n    // Extract reasoning from modelKwargs if provided there (e.g., from LLMConfig)\n    const { reasoning: mkReasoning, ...restModelKwargs } = modelKwargs as {\n      reasoning?: OpenRouterReasoning;\n    } & Record<string, unknown>;\n    const mergedReasoning =\n      mkReasoning != null || openRouterReasoning != null\n        ? {\n          ...mkReasoning,\n          ...openRouterReasoning,\n        }\n        : undefined;\n    const runtimeReasoning =\n      mergedReasoning ??\n      (include_reasoning === true ? { enabled: true } : undefined);\n    const parentModelKwargs =\n      runtimeReasoning == null\n        ? restModelKwargs\n        : { ...restModelKwargs, reasoning: runtimeReasoning };\n\n    super({\n      ...fields,\n      modelKwargs: parentModelKwargs,\n      includeReasoningDetails: true,\n      convertReasoningDetailsToContent: true,\n    });\n\n    // Merge reasoning config: modelKwargs.reasoning < constructor reasoning\n    if (mergedReasoning != null) {\n      this.openRouterReasoning = mergedReasoning;\n    }\n\n    this.includeReasoning = include_reasoning;\n  }\n  static lc_name(): 'LibreChatOpenRouter' {\n    return 'LibreChatOpenRouter';\n  }\n\n  // @ts-expect-error - OpenRouter reasoning extends OpenAI Reasoning with additional\n  // effort levels ('xhigh' | 'none' | 'minimal') not in ReasoningEffort.\n  // The parent's generic conditional return type cannot be widened in an override.\n  override invocationParams(\n    options?: this['ParsedCallOptions'],\n    extra?: InvocationParamsExtra\n  ): OpenRouterInvocationParams {\n    type MutableParams = Omit<\n      OpenAIClient.Chat.ChatCompletionCreateParams,\n      'messages'\n    > & { reasoning_effort?: string; reasoning?: OpenRouterReasoning };\n\n    const optionsWithDefaults = this._combineCallOptions(options);\n    const params = (\n      this._useResponsesApi(options)\n        ? this.responses.invocationParams(optionsWithDefaults)\n        : this.completions.invocationParams(optionsWithDefaults, extra)\n    ) as MutableParams;\n\n    // Remove the OpenAI-native reasoning_effort that the parent sets;\n    // OpenRouter uses a `reasoning` object instead\n    delete params.reasoning_effort;\n\n    // Build the OpenRouter reasoning config\n    const reasoning = this.buildOpenRouterReasoning(optionsWithDefaults);\n    if (reasoning != null) {\n      params.reasoning = reasoning;\n    } else {\n      delete params.reasoning;\n    }\n\n    return params;\n  }\n\n  private buildOpenRouterReasoning(\n    options?: this['ParsedCallOptions']\n  ): OpenRouterReasoning | undefined {\n    let reasoning: OpenRouterReasoning | undefined;\n\n    // 1. Instance-level reasoning config (from constructor)\n    if (this.openRouterReasoning != null) {\n      reasoning = { ...this.openRouterReasoning };\n    }\n\n    // 2. LangChain-style reasoning params (from parent's `this.reasoning`)\n    const lcReasoning = this.getReasoningParams(options);\n    if (lcReasoning?.effort != null) {\n      reasoning = {\n        ...reasoning,\n        effort: lcReasoning.effort as OpenRouterReasoningEffort,\n      };\n    }\n\n    // 3. Call-level reasoning override\n    const callReasoning = (options as ChatOpenRouterCallOptions | undefined)\n      ?.reasoning;\n    if (callReasoning != null) {\n      reasoning = { ...reasoning, ...callReasoning };\n    }\n\n    // 4. Legacy include_reasoning backward compatibility\n    if (reasoning == null && this.includeReasoning === true) {\n      reasoning = { enabled: true };\n    }\n\n    return reasoning;\n  }\n\n  override async *_streamResponseChunks(\n    messages: BaseMessage[],\n    options: this['ParsedCallOptions'],\n    runManager?: CallbackManagerForLLMRun\n  ): AsyncGenerator<ChatGenerationChunk> {\n    const reasoningTextByIndex = new Map<\n      number,\n      OpenRouterReasoningTextDetail\n    >();\n    const reasoningEncryptedById = new Map<\n      string,\n      OpenRouterReasoningEncryptedDetail\n    >();\n\n    for await (const generationChunk of super._streamResponseChunks(\n      messages,\n      options,\n      undefined\n    )) {\n      let currentReasoningText = '';\n      const reasoningDetails = getReasoningDetails(\n        generationChunk.message.additional_kwargs.reasoning_details\n      );\n\n      for (const detail of reasoningDetails) {\n        if (detail.type === 'reasoning.text') {\n          currentReasoningText += detail.text ?? 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+{"version":3,"file":"index.mjs","names":[],"sources":["../../../../src/llm/openrouter/index.ts"],"sourcesContent":["import type {\n  ChatOpenAICallOptions,\n  OpenAIChatInput,\n  OpenAIClient,\n} from '@langchain/openai';\nimport type { CallbackManagerForLLMRun } from '@langchain/core/callbacks/manager';\nimport type { ChatGenerationChunk } from '@langchain/core/outputs';\nimport type { BaseMessage } from '@langchain/core/messages';\nimport type { PromptCacheTtl } from '@/messages/cache';\nimport { ChatOpenAI, emitStreamChunkCallback } from '@/llm/openai';\n\nexport type OpenRouterReasoningEffort =\n  | 'xhigh'\n  | 'high'\n  | 'medium'\n  | 'low'\n  | 'minimal'\n  | 'none';\n\nexport interface OpenRouterReasoning {\n  effort?: OpenRouterReasoningEffort;\n  max_tokens?: number;\n  exclude?: boolean;\n  enabled?: boolean;\n}\n\nexport interface ChatOpenRouterCallOptions\n  extends Omit<ChatOpenAICallOptions, 'reasoning'> {\n  /** @deprecated Use `reasoning` object instead */\n  include_reasoning?: boolean;\n  reasoning?: OpenRouterReasoning;\n  modelKwargs?: OpenAIChatInput['modelKwargs'];\n  promptCache?: boolean;\n  /**\n   * Prompt-cache breakpoint TTL. Defaults to `'1h'` (extended cache) when\n   * `promptCache` is enabled; set `'5m'` for the legacy 5-minute behavior.\n   * OpenRouter forwards this to Claude upstreams (Anthropic / Bedrock / Vertex),\n   * which downgrade to 5m where the extended TTL isn't supported.\n   */\n  promptCacheTtl?: PromptCacheTtl;\n}\n\nexport type ChatOpenRouterInput = Partial<\n  ChatOpenRouterCallOptions & OpenAIChatInput\n>;\n\n/** invocationParams return type extended with OpenRouter reasoning */\nexport type OpenRouterInvocationParams = Omit<\n  OpenAIClient.Chat.ChatCompletionCreateParams,\n  'messages'\n> & {\n  reasoning?: OpenRouterReasoning;\n};\n\ntype InvocationParamsExtra = {\n  streaming?: boolean;\n};\n\ninterface OpenRouterReasoningTextDetail {\n  type: 'reasoning.text';\n  text?: string;\n  format?: string;\n  index?: number;\n}\n\ninterface OpenRouterReasoningEncryptedDetail {\n  type: 'reasoning.encrypted';\n  id?: string;\n  data?: string;\n  format?: string;\n  index?: number;\n}\n\ntype OpenRouterReasoningDetail =\n  | OpenRouterReasoningTextDetail\n  | OpenRouterReasoningEncryptedDetail;\n\nfunction isReasoningTextDetail(\n  value: unknown\n): value is OpenRouterReasoningTextDetail {\n  return (\n    typeof value === 'object' &&\n    value !== null &&\n    'type' in value &&\n    value.type === 'reasoning.text'\n  );\n}\n\nfunction isReasoningEncryptedDetail(\n  value: unknown\n): value is OpenRouterReasoningEncryptedDetail {\n  return (\n    typeof value === 'object' &&\n    value !== null &&\n    'type' in value &&\n    value.type === 'reasoning.encrypted'\n  );\n}\n\nfunction getReasoningDetails(value: unknown): OpenRouterReasoningDetail[] {\n  if (!Array.isArray(value)) {\n    return [];\n  }\n  return value.filter(\n    (detail): detail is OpenRouterReasoningDetail =>\n      isReasoningTextDetail(detail) || isReasoningEncryptedDetail(detail)\n  );\n}\n\nexport class ChatOpenRouter extends ChatOpenAI {\n  private openRouterReasoning?: OpenRouterReasoning;\n  /** @deprecated Use `reasoning` object instead */\n  private includeReasoning?: boolean;\n\n  constructor(_fields: ChatOpenRouterInput) {\n    const fieldsWithoutPromptCache: ChatOpenRouterInput = { ..._fields };\n    delete fieldsWithoutPromptCache.promptCache;\n    delete fieldsWithoutPromptCache.promptCacheTtl;\n\n    const {\n      include_reasoning,\n      reasoning: openRouterReasoning,\n      modelKwargs = {},\n      ...fields\n    } = fieldsWithoutPromptCache;\n\n    // Extract reasoning from modelKwargs if provided there (e.g., from LLMConfig)\n    const { reasoning: mkReasoning, ...restModelKwargs } = modelKwargs as {\n      reasoning?: OpenRouterReasoning;\n    } & Record<string, unknown>;\n    const mergedReasoning =\n      mkReasoning != null || openRouterReasoning != null\n        ? {\n          ...mkReasoning,\n          ...openRouterReasoning,\n        }\n        : undefined;\n    const runtimeReasoning =\n      mergedReasoning ??\n      (include_reasoning === true ? { enabled: true } : undefined);\n    const parentModelKwargs =\n      runtimeReasoning == null\n        ? restModelKwargs\n        : { ...restModelKwargs, reasoning: runtimeReasoning };\n\n    super({\n      ...fields,\n      modelKwargs: parentModelKwargs,\n      includeReasoningDetails: true,\n      convertReasoningDetailsToContent: true,\n    });\n\n    // Merge reasoning config: modelKwargs.reasoning < constructor reasoning\n    if (mergedReasoning != null) {\n      this.openRouterReasoning = mergedReasoning;\n    }\n\n    this.includeReasoning = include_reasoning;\n  }\n  static lc_name(): 'LibreChatOpenRouter' {\n    return 'LibreChatOpenRouter';\n  }\n\n  // @ts-expect-error - OpenRouter reasoning extends OpenAI Reasoning with additional\n  // effort levels ('xhigh' | 'none' | 'minimal') not in ReasoningEffort.\n  // The parent's generic conditional return type cannot be widened in an override.\n  override invocationParams(\n    options?: this['ParsedCallOptions'],\n    extra?: InvocationParamsExtra\n  ): OpenRouterInvocationParams {\n    type MutableParams = Omit<\n      OpenAIClient.Chat.ChatCompletionCreateParams,\n      'messages'\n    > & { reasoning_effort?: string; reasoning?: OpenRouterReasoning };\n\n    const optionsWithDefaults = this._combineCallOptions(options);\n    const params = (\n      this._useResponsesApi(options)\n        ? this.responses.invocationParams(optionsWithDefaults)\n        : this.completions.invocationParams(optionsWithDefaults, extra)\n    ) as MutableParams;\n\n    // Remove the OpenAI-native reasoning_effort that the parent sets;\n    // OpenRouter uses a `reasoning` object instead\n    delete params.reasoning_effort;\n\n    // Build the OpenRouter reasoning config\n    const reasoning = this.buildOpenRouterReasoning(optionsWithDefaults);\n    if (reasoning != null) {\n      params.reasoning = reasoning;\n    } else {\n      delete params.reasoning;\n    }\n\n    return params;\n  }\n\n  private buildOpenRouterReasoning(\n    options?: this['ParsedCallOptions']\n  ): OpenRouterReasoning | undefined {\n    let reasoning: OpenRouterReasoning | undefined;\n\n    // 1. Instance-level reasoning config (from constructor)\n    if (this.openRouterReasoning != null) {\n      reasoning = { ...this.openRouterReasoning };\n    }\n\n    // 2. LangChain-style reasoning params (from parent's `this.reasoning`)\n    const lcReasoning = this.getReasoningParams(options);\n    if (lcReasoning?.effort != null) {\n      reasoning = {\n        ...reasoning,\n        effort: lcReasoning.effort as OpenRouterReasoningEffort,\n      };\n    }\n\n    // 3. Call-level reasoning override\n    const callReasoning = (options as ChatOpenRouterCallOptions | undefined)\n      ?.reasoning;\n    if (callReasoning != null) {\n      reasoning = { ...reasoning, ...callReasoning };\n    }\n\n    // 4. Legacy include_reasoning backward compatibility\n    if (reasoning == null && this.includeReasoning === true) {\n      reasoning = { enabled: true };\n    }\n\n    return reasoning;\n  }\n\n  override async *_streamResponseChunks(\n    messages: BaseMessage[],\n    options: this['ParsedCallOptions'],\n    runManager?: CallbackManagerForLLMRun\n  ): AsyncGenerator<ChatGenerationChunk> {\n    const reasoningTextByIndex = new Map<\n      number,\n      OpenRouterReasoningTextDetail\n    >();\n    const reasoningEncryptedById = new Map<\n      string,\n      OpenRouterReasoningEncryptedDetail\n    >();\n\n    for await (const generationChunk of super._streamResponseChunks(\n      messages,\n      options,\n      undefined\n    )) {\n      let currentReasoningText = '';\n      const reasoningDetails = getReasoningDetails(\n        generationChunk.message.additional_kwargs.reasoning_details\n      );\n\n      for (const detail of reasoningDetails) {\n        if (detail.type === 'reasoning.text') {\n          currentReasoningText += detail.text ?? '';\n          const index = detail.index ?? 0;\n          const existing = reasoningTextByIndex.get(index);\n          if (existing != null) {\n            existing.text = `${existing.text ?? ''}${detail.text ?? ''}`;\n            continue;\n          }\n          reasoningTextByIndex.set(index, {\n            ...detail,\n            text: detail.text ?? '',\n          });\n          continue;\n        }\n        if (detail.id != null) {\n          reasoningEncryptedById.set(detail.id, { ...detail });\n        }\n      }\n\n      if (\n        currentReasoningText.length > 0 &&\n        generationChunk.message.additional_kwargs.reasoning == null\n      ) {\n        generationChunk.message.additional_kwargs.reasoning =\n          currentReasoningText;\n      }\n\n      if (generationChunk.generationInfo?.finish_reason != null) {\n        const finalReasoningDetails = [\n          ...reasoningTextByIndex.values(),\n          ...reasoningEncryptedById.values(),\n        ];\n        if (finalReasoningDetails.length > 0) {\n          generationChunk.message.additional_kwargs.reasoning_details =\n            finalReasoningDetails;\n        } else {\n          delete generationChunk.message.additional_kwargs.reasoning_details;\n        }\n        await emitStreamChunkCallback(generationChunk, runManager);\n        yield generationChunk;\n        continue;\n      }\n\n      delete generationChunk.message.additional_kwargs.reasoning_details;\n      await emitStreamChunkCallback(generationChunk, runManager);\n      yield generationChunk;\n    }\n  }\n}\n"],"mappings":";;AA6EA,SAAS,sBACP,OACwC;CACxC,OACE,OAAO,UAAU,YACjB,UAAU,QACV,UAAU,SACV,MAAM,SAAS;AAEnB;AAEA,SAAS,2BACP,OAC6C;CAC7C,OACE,OAAO,UAAU,YACjB,UAAU,QACV,UAAU,SACV,MAAM,SAAS;AAEnB;AAEA,SAAS,oBAAoB,OAA6C;CACxE,IAAI,CAAC,MAAM,QAAQ,KAAK,GACtB,OAAO,CAAC;CAEV,OAAO,MAAM,QACV,WACC,sBAAsB,MAAM,KAAK,2BAA2B,MAAM,CACtE;AACF;AAEA,IAAa,iBAAb,cAAoC,WAAW;CAC7C;;CAEA;CAEA,YAAY,SAA8B;EACxC,MAAM,2BAAgD,EAAE,GAAG,QAAQ;EACnE,OAAO,yBAAyB;EAChC,OAAO,yBAAyB;EAEhC,MAAM,EACJ,mBACA,WAAW,qBACX,cAAc,CAAC,GACf,GAAG,WACD;EAGJ,MAAM,EAAE,WAAW,aAAa,GAAG,oBAAoB;EAGvD,MAAM,kBACJ,eAAe,QAAQ,uBAAuB,OAC1C;GACA,GAAG;GACH,GAAG;EACL,IACE,KAAA;EACN,MAAM,mBACJ,oBACC,sBAAsB,OAAO,EAAE,SAAS,KAAK,IAAI,KAAA;EACpD,MAAM,oBACJ,oBAAoB,OAChB,kBACA;GAAE,GAAG;GAAiB,WAAW;EAAiB;EAExD,MAAM;GACJ,GAAG;GACH,aAAa;GACb,yBAAyB;GACzB,kCAAkC;EACpC,CAAC;EAGD,IAAI,mBAAmB,MACrB,KAAK,sBAAsB;EAG7B,KAAK,mBAAmB;CAC1B;CACA,OAAO,UAAiC;EACtC,OAAO;CACT;CAKA,iBACE,SACA,OAC4B;EAM5B,MAAM,sBAAsB,KAAK,oBAAoB,OAAO;EAC5D,MAAM,SACJ,KAAK,iBAAiB,OAAO,IACzB,KAAK,UAAU,iBAAiB,mBAAmB,IACnD,KAAK,YAAY,iBAAiB,qBAAqB,KAAK;EAKlE,OAAO,OAAO;EAGd,MAAM,YAAY,KAAK,yBAAyB,mBAAmB;EACnE,IAAI,aAAa,MACf,OAAO,YAAY;OAEnB,OAAO,OAAO;EAGhB,OAAO;CACT;CAEA,yBACE,SACiC;EACjC,IAAI;EAGJ,IAAI,KAAK,uBAAuB,MAC9B,YAAY,EAAE,GAAG,KAAK,oBAAoB;EAI5C,MAAM,cAAc,KAAK,mBAAmB,OAAO;EACnD,IAAI,aAAa,UAAU,MACzB,YAAY;GACV,GAAG;GACH,QAAQ,YAAY;EACtB;EAIF,MAAM,gBAAiB,SACnB;EACJ,IAAI,iBAAiB,MACnB,YAAY;GAAE,GAAG;GAAW,GAAG;EAAc;EAI/C,IAAI,aAAa,QAAQ,KAAK,qBAAqB,MACjD,YAAY,EAAE,SAAS,KAAK;EAG9B,OAAO;CACT;CAEA,OAAgB,sBACd,UACA,SACA,YACqC;EACrC,MAAM,uCAAuB,IAAI,IAG/B;EACF,MAAM,yCAAyB,IAAI,IAGjC;EAEF,WAAW,MAAM,mBAAmB,MAAM,sBACxC,UACA,SACA,KAAA,CACF,GAAG;GACD,IAAI,uBAAuB;GAC3B,MAAM,mBAAmB,oBACvB,gBAAgB,QAAQ,kBAAkB,iBAC5C;GAEA,KAAK,MAAM,UAAU,kBAAkB;IACrC,IAAI,OAAO,SAAS,kBAAkB;KACpC,wBAAwB,OAAO,QAAQ;KACvC,MAAM,QAAQ,OAAO,SAAS;KAC9B,MAAM,WAAW,qBAAqB,IAAI,KAAK;KAC/C,IAAI,YAAY,MAAM;MACpB,SAAS,OAAO,GAAG,SAAS,QAAQ,KAAK,OAAO,QAAQ;MACxD;KACF;KACA,qBAAqB,IAAI,OAAO;MAC9B,GAAG;MACH,MAAM,OAAO,QAAQ;KACvB,CAAC;KACD;IACF;IACA,IAAI,OAAO,MAAM,MACf,uBAAuB,IAAI,OAAO,IAAI,EAAE,GAAG,OAAO,CAAC;GAEvD;GAEA,IACE,qBAAqB,SAAS,KAC9B,gBAAgB,QAAQ,kBAAkB,aAAa,MAEvD,gBAAgB,QAAQ,kBAAkB,YACxC;GAGJ,IAAI,gBAAgB,gBAAgB,iBAAiB,MAAM;IACzD,MAAM,wBAAwB,CAC5B,GAAG,qBAAqB,OAAO,GAC/B,GAAG,uBAAuB,OAAO,CACnC;IACA,IAAI,sBAAsB,SAAS,GACjC,gBAAgB,QAAQ,kBAAkB,oBACxC;SAEF,OAAO,gBAAgB,QAAQ,kBAAkB;IAEnD,MAAM,wBAAwB,iBAAiB,UAAU;IACzD,MAAM;IACN;GACF;GAEA,OAAO,gBAAgB,QAAQ,kBAAkB;GACjD,MAAM,wBAAwB,iBAAiB,UAAU;GACzD,MAAM;EACR;CACF;AACF"}

package/dist/esm/llm/openrouter/toolCache.mjs

@@ -1,6 +1,6 @@
+import { buildAnthropicCacheControl } from "../../messages/cache.mjs";
 import { _convertToOpenAITool } from "../openai/index.mjs";
 //#region src/llm/openrouter/toolCache.ts
-const CACHE_CONTROL = { type: "ephemeral" };
 function getToolName(tool) {
 	const candidate = tool;
 	if (typeof candidate.name === "string") return candidate.name;
@@ -17,13 +17,24 @@ function toOpenRouterTool(tool) {
 	};
 	return converted;
 }
-function markCacheControl(tool) {
+function markCacheControl(tool, ttl) {
 	return {
 		...tool,
-		cache_control: CACHE_CONTROL
+		cache_control: buildAnthropicCacheControl(ttl)
 	};
 }
-function partitionAndMarkOpenRouterToolCache(tools, isDeferred) {
+/**
+* Drop any existing `cache_control` from a tool. Reused/caller-supplied tools
+* can carry a stale marker (e.g. from a prior `promptCacheTtl: '5m'` run); since
+* all tools serialize before system/messages, a leftover 5-minute marker ahead
+* of the resolved breakpoint would violate the longer-TTL-first ordering.
+*/
+function stripCacheControl(tool) {
+	if (tool.cache_control == null) return tool;
+	const { cache_control: _omit, ...rest } = tool;
+	return rest;
+}
+function partitionAndMarkOpenRouterToolCache(tools, isDeferred, ttl) {
 	if (tools == null || tools.length === 0) return tools;
 	const staticTools = [];
 	const deferredTools = [];
@@ -36,8 +47,10 @@ function partitionAndMarkOpenRouterToolCache(tools, isDeferred) {
 		}
 		staticTools.push(converted);
 	}
+	for (let i = 0; i < deferredTools.length; i++) deferredTools[i] = stripCacheControl(deferredTools[i]);
 	if (staticTools.length === 0) return [...deferredTools];
-	staticTools[staticTools.length - 1] = markCacheControl(staticTools[staticTools.length - 1]);
+	for (let i = 0; i < staticTools.length - 1; i++) staticTools[i] = stripCacheControl(staticTools[i]);
+	staticTools[staticTools.length - 1] = markCacheControl(staticTools[staticTools.length - 1], ttl);
 	return [...staticTools, ...deferredTools];
 }
 //#endregion

package/dist/esm/llm/openrouter/toolCache.mjs.map

@@ -1 +1 @@
-{"version":3,"file":"toolCache.mjs","names":[],"sources":["../../../../src/llm/openrouter/toolCache.ts"],"sourcesContent":["import type { BindToolsInput } from '@langchain/core/language_models/chat_models';\nimport type { OpenAIClient } from '@langchain/openai';\nimport type { GraphTools } from '@/types';\nimport { _convertToOpenAITool } from '@/llm/openai';\n\nconst CACHE_CONTROL = { type: 'ephemeral' as const };\n\ntype OpenRouterToolWithCacheControl = OpenAIClient.ChatCompletionTool & {\n  cache_control?: typeof CACHE_CONTROL;\n  defer_loading?: boolean;\n};\n\ntype ToolNameCandidate = {\n  name?: unknown;\n  function?: {\n    name?: unknown;\n  };\n  defer_loading?: unknown;\n};\n\nfunction getToolName(tool: unknown): string | undefined {\n  const candidate = tool as ToolNameCandidate;\n  if (typeof candidate.name === 'string') {\n    return candidate.name;\n  }\n  if (typeof candidate.function?.name === 'string') {\n    return candidate.function.name;\n  }\n  return undefined;\n}\n\nfunction hasDeferredMarker(tool: unknown): boolean {\n  return (tool as ToolNameCandidate).defer_loading === true;\n}\n\nfunction toOpenRouterTool(tool: unknown): OpenRouterToolWithCacheControl {\n  const converted = _convertToOpenAITool(\n    tool as BindToolsInput\n  ) as OpenRouterToolWithCacheControl;\n\n  if (hasDeferredMarker(tool)) {\n    return { ...converted, defer_loading: true };\n  }\n\n  return converted;\n}\n\nfunction markCacheControl(\n  tool: OpenRouterToolWithCacheControl\n): OpenRouterToolWithCacheControl {\n  return {\n    ...tool,\n    cache_control: CACHE_CONTROL,\n  };\n}\n\nexport function partitionAndMarkOpenRouterToolCache(\n  tools: GraphTools | undefined,\n  isDeferred: (toolName: string) => boolean\n): GraphTools | undefined {\n  if (tools == null || tools.length === 0) {\n    return tools;\n  }\n\n  const staticTools: OpenRouterToolWithCacheControl[] = [];\n  const deferredTools: OpenRouterToolWithCacheControl[] = [];\n\n  for (const tool of tools as readonly unknown[]) {\n    const converted = toOpenRouterTool(tool);\n    const name = getToolName(converted) ?? getToolName(tool);\n\n    if (name != null && isDeferred(name)) {\n      deferredTools.push(converted);\n      continue;\n    }\n\n    staticTools.push(converted);\n  }\n\n  if (staticTools.length === 0) {\n    return [...deferredTools] as GraphTools;\n  }\n\n  staticTools[staticTools.length - 1] = markCacheControl(\n    staticTools[staticTools.length - 1]\n  );\n\n  return [...staticTools, ...deferredTools] as GraphTools;\n}\n"],"mappings":";;AAKA,MAAM,gBAAgB,EAAE,MAAM,YAAqB;AAenD,SAAS,YAAY,MAAmC;CACtD,MAAM,YAAY;CAClB,IAAI,OAAO,UAAU,SAAS,UAC5B,OAAO,UAAU;CAEnB,IAAI,OAAO,UAAU,UAAU,SAAS,UACtC,OAAO,UAAU,SAAS;AAG9B;AAEA,SAAS,kBAAkB,MAAwB;CACjD,OAAQ,KAA2B,kBAAkB;AACvD;AAEA,SAAS,iBAAiB,MAA+C;CACvE,MAAM,YAAY,qBAChB,IACF;CAEA,IAAI,kBAAkB,IAAI,GACxB,OAAO;EAAE,GAAG;EAAW,eAAe;CAAK;CAG7C,OAAO;AACT;AAEA,SAAS,iBACP,MACgC;CAChC,OAAO;EACL,GAAG;EACH,eAAe;CACjB;AACF;AAEA,SAAgB,oCACd,OACA,YACwB;CACxB,IAAI,SAAS,QAAQ,MAAM,WAAW,GACpC,OAAO;CAGT,MAAM,cAAgD,CAAC;CACvD,MAAM,gBAAkD,CAAC;CAEzD,KAAK,MAAM,QAAQ,OAA6B;EAC9C,MAAM,YAAY,iBAAiB,IAAI;EACvC,MAAM,OAAO,YAAY,SAAS,KAAK,YAAY,IAAI;EAEvD,IAAI,QAAQ,QAAQ,WAAW,IAAI,GAAG;GACpC,cAAc,KAAK,SAAS;GAC5B;EACF;EAEA,YAAY,KAAK,SAAS;CAC5B;CAEA,IAAI,YAAY,WAAW,GACzB,OAAO,CAAC,GAAG,aAAa;CAG1B,YAAY,YAAY,SAAS,KAAK,iBACpC,YAAY,YAAY,SAAS,EACnC;CAEA,OAAO,CAAC,GAAG,aAAa,GAAG,aAAa;AAC1C"}
+{"version":3,"file":"toolCache.mjs","names":[],"sources":["../../../../src/llm/openrouter/toolCache.ts"],"sourcesContent":["import type { BindToolsInput } from '@langchain/core/language_models/chat_models';\nimport type { OpenAIClient } from '@langchain/openai';\nimport type { GraphTools } from '@/types';\nimport {\n  buildAnthropicCacheControl,\n  type PromptCacheTtl,\n} from '@/messages/cache';\nimport { _convertToOpenAITool } from '@/llm/openai';\n\ntype OpenRouterCacheControl = { type: 'ephemeral'; ttl?: '1h' };\n\ntype OpenRouterToolWithCacheControl = OpenAIClient.ChatCompletionTool & {\n  cache_control?: OpenRouterCacheControl;\n  defer_loading?: boolean;\n};\n\ntype ToolNameCandidate = {\n  name?: unknown;\n  function?: {\n    name?: unknown;\n  };\n  defer_loading?: unknown;\n};\n\nfunction getToolName(tool: unknown): string | undefined {\n  const candidate = tool as ToolNameCandidate;\n  if (typeof candidate.name === 'string') {\n    return candidate.name;\n  }\n  if (typeof candidate.function?.name === 'string') {\n    return candidate.function.name;\n  }\n  return undefined;\n}\n\nfunction hasDeferredMarker(tool: unknown): boolean {\n  return (tool as ToolNameCandidate).defer_loading === true;\n}\n\nfunction toOpenRouterTool(tool: unknown): OpenRouterToolWithCacheControl {\n  const converted = _convertToOpenAITool(\n    tool as BindToolsInput\n  ) as OpenRouterToolWithCacheControl;\n\n  if (hasDeferredMarker(tool)) {\n    return { ...converted, defer_loading: true };\n  }\n\n  return converted;\n}\n\nfunction markCacheControl(\n  tool: OpenRouterToolWithCacheControl,\n  ttl?: PromptCacheTtl\n): OpenRouterToolWithCacheControl {\n  return {\n    ...tool,\n    cache_control: buildAnthropicCacheControl(ttl),\n  };\n}\n\n/**\n * Drop any existing `cache_control` from a tool. Reused/caller-supplied tools\n * can carry a stale marker (e.g. from a prior `promptCacheTtl: '5m'` run); since\n * all tools serialize before system/messages, a leftover 5-minute marker ahead\n * of the resolved breakpoint would violate the longer-TTL-first ordering.\n */\nfunction stripCacheControl(\n  tool: OpenRouterToolWithCacheControl\n): OpenRouterToolWithCacheControl {\n  if (tool.cache_control == null) {\n    return tool;\n  }\n  const { cache_control: _omit, ...rest } = tool;\n  return rest;\n}\n\nexport function partitionAndMarkOpenRouterToolCache(\n  tools: GraphTools | undefined,\n  isDeferred: (toolName: string) => boolean,\n  ttl?: PromptCacheTtl\n): GraphTools | undefined {\n  if (tools == null || tools.length === 0) {\n    return tools;\n  }\n\n  const staticTools: OpenRouterToolWithCacheControl[] = [];\n  const deferredTools: OpenRouterToolWithCacheControl[] = [];\n\n  for (const tool of tools as readonly unknown[]) {\n    const converted = toOpenRouterTool(tool);\n    const name = getToolName(converted) ?? getToolName(tool);\n\n    if (name != null && isDeferred(name)) {\n      deferredTools.push(converted);\n      continue;\n    }\n\n    staticTools.push(converted);\n  }\n\n  // Deferred tools sit after the breakpoint but still before system/messages,\n  // so strip any stale marker off them.\n  for (let i = 0; i < deferredTools.length; i++) {\n    deferredTools[i] = stripCacheControl(deferredTools[i]);\n  }\n\n  if (staticTools.length === 0) {\n    return [...deferredTools] as GraphTools;\n  }\n\n  // Strip stale markers off the earlier static tools, then stamp only the last\n  // static tool with the resolved TTL (markCacheControl overwrites any marker).\n  for (let i = 0; i < staticTools.length - 1; i++) {\n    staticTools[i] = stripCacheControl(staticTools[i]);\n  }\n  staticTools[staticTools.length - 1] = markCacheControl(\n    staticTools[staticTools.length - 1],\n    ttl\n  );\n\n  return [...staticTools, ...deferredTools] as GraphTools;\n}\n"],"mappings":";;;AAwBA,SAAS,YAAY,MAAmC;CACtD,MAAM,YAAY;CAClB,IAAI,OAAO,UAAU,SAAS,UAC5B,OAAO,UAAU;CAEnB,IAAI,OAAO,UAAU,UAAU,SAAS,UACtC,OAAO,UAAU,SAAS;AAG9B;AAEA,SAAS,kBAAkB,MAAwB;CACjD,OAAQ,KAA2B,kBAAkB;AACvD;AAEA,SAAS,iBAAiB,MAA+C;CACvE,MAAM,YAAY,qBAChB,IACF;CAEA,IAAI,kBAAkB,IAAI,GACxB,OAAO;EAAE,GAAG;EAAW,eAAe;CAAK;CAG7C,OAAO;AACT;AAEA,SAAS,iBACP,MACA,KACgC;CAChC,OAAO;EACL,GAAG;EACH,eAAe,2BAA2B,GAAG;CAC/C;AACF;;;;;;;AAQA,SAAS,kBACP,MACgC;CAChC,IAAI,KAAK,iBAAiB,MACxB,OAAO;CAET,MAAM,EAAE,eAAe,OAAO,GAAG,SAAS;CAC1C,OAAO;AACT;AAEA,SAAgB,oCACd,OACA,YACA,KACwB;CACxB,IAAI,SAAS,QAAQ,MAAM,WAAW,GACpC,OAAO;CAGT,MAAM,cAAgD,CAAC;CACvD,MAAM,gBAAkD,CAAC;CAEzD,KAAK,MAAM,QAAQ,OAA6B;EAC9C,MAAM,YAAY,iBAAiB,IAAI;EACvC,MAAM,OAAO,YAAY,SAAS,KAAK,YAAY,IAAI;EAEvD,IAAI,QAAQ,QAAQ,WAAW,IAAI,GAAG;GACpC,cAAc,KAAK,SAAS;GAC5B;EACF;EAEA,YAAY,KAAK,SAAS;CAC5B;CAIA,KAAK,IAAI,IAAI,GAAG,IAAI,cAAc,QAAQ,KACxC,cAAc,KAAK,kBAAkB,cAAc,EAAE;CAGvD,IAAI,YAAY,WAAW,GACzB,OAAO,CAAC,GAAG,aAAa;CAK1B,KAAK,IAAI,IAAI,GAAG,IAAI,YAAY,SAAS,GAAG,KAC1C,YAAY,KAAK,kBAAkB,YAAY,EAAE;CAEnD,YAAY,YAAY,SAAS,KAAK,iBACpC,YAAY,YAAY,SAAS,IACjC,GACF;CAEA,OAAO,CAAC,GAAG,aAAa,GAAG,aAAa;AAC1C"}

package/dist/esm/main.mjs

@@ -11,7 +11,7 @@ import { applyContextPruning } from "./messages/contextPruning.mjs";
 import { DEFAULT_RESERVE_RATIO, ORIGINAL_CONTENT_MAX_CHARS, calculateTotalTokens, checkValidNumber, createPruneMessages, enforceOriginalContentCap, getMessagesWithinTokenLimit, maskConsumedToolResults, preFlightTruncateToolCallInputs, preFlightTruncateToolResults, repairOrphanedToolMessages, sanitizeOrphanToolBlocks } from "./messages/prune.mjs";
 import { syncBudgetDerivedFields } from "./messages/budget.mjs";
 import { ensureThinkingBlockInMessages, formatAgentMessages, formatFromLangChain, formatLangChainMessages, formatMediaMessage, formatMessage, labelContentByAgent, shiftIndexTokenCountMap, withMessageRole } from "./messages/format.mjs";
-import { addBedrockCacheControl, addBedrockTailCacheControl, addCacheControl, addCacheControlToStablePrefixMessages, addTailCacheControl, cloneMessage, stripAnthropicCacheControl, stripBedrockCacheControl } from "./messages/cache.mjs";
+import { DEFAULT_PROMPT_CACHE_TTL, addBedrockCacheControl, addBedrockTailCacheControl, addCacheControl, addCacheControlToStablePrefixMessages, addTailCacheControl, buildAnthropicCacheControl, buildBedrockCachePoint, cloneMessage, resolvePromptCacheTtl, stripAnthropicCacheControl, stripBedrockCacheControl } from "./messages/cache.mjs";
 import { makeIsDeferred, partitionAndMarkAnthropicToolCache } from "./messages/anthropicToolCache.mjs";
 import { formatContentStrings, isLegacyConvertible } from "./messages/content.mjs";
 import { extractToolDiscoveries, hasToolSearchInCurrentTurn } from "./messages/tools.mjs";
@@ -98,4 +98,4 @@ import { Runnable, RunnableLambda, RunnableSequence } from "./langchain/runnable
 import { DynamicStructuredTool, StructuredTool, Tool, tool } from "./langchain/tools.mjs";
 import "./langchain/index.mjs";
 import { BaseCheckpointSaver, Command, INTERRUPT, MemorySaver, interrupt, isInterrupted } from "@langchain/langgraph";
-export { AIMessage, AIMessageChunk, ANTHROPIC_TOOL_TOKEN_MULTIPLIER, AgentSession, BASH_SHELL_GUIDANCE, BaseCheckpointSaver, BaseMessage, BaseMessageChunk, BashExecutionToolDefinition, BashExecutionToolDescription, BashExecutionToolName, BashExecutionToolSchema, BashProgrammaticToolCallingDefinition, BashProgrammaticToolCallingDescription, BashProgrammaticToolCallingName, BashProgrammaticToolCallingSchema, BashToolOutputReferencesGuide, CLOUDFLARE_BASH_CODING_TOOL_NAMES, CLOUDFLARE_CODING_TOOL_NAMES, CODE_ARTIFACT_PATH_GUIDANCE, CODE_EXECUTION_TOOLS, Calculator, CalculatorSchema, CalculatorToolDefinition, CalculatorToolDescription, CalculatorToolName, Callback, ChatModelStreamHandler, ChatOpenRouter, CloudflareBashExecutionToolDescription, CloudflareCodeExecutionToolDescription, CodeExecutionToolDefinition, CodeExecutionToolDescription, CodeExecutionToolName, CodeExecutionToolSchema, Command, CommonEvents, CompileCheckToolName, Constants, ContentTypes, CustomOpenAIClient, DATE_RANGE, DEFAULT_CONTEXT_PRUNING_SETTINGS, DEFAULT_COUNTRY_DESCRIPTION, DEFAULT_HOOK_TIMEOUT_MS, DEFAULT_QUERY_DESCRIPTION, DEFAULT_RESERVE_RATIO, DEFAULT_TOOL_TOKEN_MULTIPLIER, DynamicStructuredTool, EnvVar, FAILED_EXECUTION_FILE_REMINDER, FakeChatModel, Graph, GraphEvents, GraphNodeActions, GraphNodeKeys, HARD_MAX_TOOL_RESULT_CHARS, HARD_MAX_TOTAL_TOOL_OUTPUT_SIZE, HOOK_EVENTS, HandlerRegistry, HookRegistry, HumanMessage, INTERRUPT, JsonlSessionStore, LLMStreamHandler, LOCAL_CODING_BUNDLE_NAMES, LOCAL_CODING_TOOL_NAMES, LOCAL_SPAWN_TIMEOUT_MS, LocalBashExecutionToolDescription, LocalCodeExecutionToolDescription, LocalEditFileToolName, LocalEditFileToolSchema, LocalFileCheckpointerImpl, LocalGlobSearchToolName, LocalGlobSearchToolSchema, LocalGrepSearchToolName, LocalGrepSearchToolSchema, LocalListDirectoryToolName, LocalListDirectoryToolSchema, LocalReadFileToolSchema, LocalWriteFileToolName, LocalWriteFileToolSchema, MAX_CACHE_SIZE, MAX_PATTERN_LENGTH, MemorySaver, ModelEndHandler, MultiAgentGraph, ORIGINAL_CONTENT_MAX_CHARS, ProgrammaticToolCallingDefinition, ProgrammaticToolCallingDescription, ProgrammaticToolCallingName, ProgrammaticToolCallingSchema, PromptTemplate, Providers, REMOVE_ALL_MESSAGES, ReadFileToolDefinition, ReadFileToolDescription, ReadFileToolName, ReadFileToolSchema, Run, Runnable, RunnableCallable, RunnableLambda, RunnableSequence, SEPARATORS, SessionManager, SkillToolDefinition, SkillToolDescription, SkillToolName, SkillToolSchema, SplitStreamHandler, StandardGraph, StepTypes, StructuredTool, SubagentExecutor, SubagentToolDefinition, SubagentToolDescription, SubagentToolName, SubagentToolSchema, SystemMessage, TMP_SCRATCH_OUTPUT_REMINDER, TestChatStreamHandler, TestLLMStreamHandler, TitleMethod, TokenEncoderManager, Tool, ToolCallTypes, ToolEndHandler, ToolMessage, ToolNode, ToolSearchToolDefinition, ToolSearchToolDescription, ToolSearchToolName, ToolSearchToolSchema, WebSearchToolDefinition, WebSearchToolDescription, WebSearchToolName, WebSearchToolSchema, _createBashProgramForTests, _resetLocalEngineWarningsForTests, _resetRipgrepCacheForTests, _resetSyntaxCheckProbeCacheForTests, _resetUnrecognizedTriggerWarnings, addBedrockCacheControl, addBedrockTailCacheControl, addCacheControl, addCacheControlToStablePrefixMessages, addTailCacheControl, appendCodeSessionFileSummary, appendFailedExecutionFileReminder, appendTmpScratchReminder, applyContextPruning, applyEdit, applyPreToolUseHooksForBridge, apportionTokenCounts, askUserQuestion, attemptInvoke, bashAstFindingsToErrors, buildBashExecutionToolDescription, buildChildInputs, buildCodeApiHttpErrorMessage, buildSandboxRuntimeConfig, buildSubagentToolParams, calculateMaxToolResultChars, calculateMaxTotalToolOutputSize, calculateTotalTokens, checkValidNumber, classifyAttachment, cloneMessage, composeEventHandlers, convertMessagesToContent, countNestedGroups, countrySchema, createAgentSession, createBashExecutionTool, createBashProgrammaticToolCallingSchema, createBashProgrammaticToolCallingTool, createCloudflareBashExecutionTool, createCloudflareBashProgrammaticToolCallingTool, createCloudflareBridgeRuntime, createCloudflareCodeExecutionTool, createCloudflareCodingToolBundle, createCloudflareCodingTools, createCloudflareExecutionTool, createCloudflareLocalExecutionConfig, createCloudflareProgrammaticToolCallingTool, createCloudflareWorkspaceFS, createCodeExecutionTool, createCompileCheckTool, createCompileCheckToolDefinition, createContentAggregator, createFakeStreamingLLM, createHandlers, createLocalBashExecutionTool, createLocalBashProgrammaticToolCallingTool, createLocalCodeExecutionTool, createLocalCodingToolBundle, createLocalCodingToolDefinitions, createLocalCodingToolRegistry, createLocalCodingTools, createLocalEditFileTool, createLocalFileCheckpointer, createLocalGlobSearchTool, createLocalGrepSearchTool, createLocalListDirectoryTool, createLocalProgrammaticToolCallingTool, createLocalReadFileTool, createLocalWriteFileTool, createMetadataAggregator, createProgrammaticToolCallingSchema, createProgrammaticToolCallingTool, createPruneMessages, createRemoveAllMessage, createRunHandlers, createSchemaOnlyTool, createSchemaOnlyTools, createSearchTool, createSubagentToolDefinition, createTokenCounter, createToolPolicyHook, createToolSearch, createWorkspacePolicyHook, dateSchema, decodeFile, defaultOmitOptions, deserializeMessage, emptyOutputMessage, encodeFile, encodingForModel, enforceOriginalContentCap, ensureThinkingBlockInMessages, escapeRegexSpecialChars, estimateAnthropicImageTokens, estimateOpenAIImageTokens, executeCloudflareBash, executeCloudflareCode, executeHooks, executeLocalBash, executeLocalBashWithArgs, executeLocalCode, executeParallelSearches, executeTools, extractErrorMessage, extractImageDimensions, extractMcpServerName, extractTextFromContent, extractToolDiscoveries, extractUsedBashToolNames, extractUsedToolNames, fetchSessionFiles, filterBashToolsByUsage, filterSubagentResult, filterToolsByUsage, findLastIndex, formatAgentMessages, formatAnthropicArtifactContent, formatAnthropicMessage, formatArtifactPayload, formatCloudflareOutput, formatCompletedResponse, formatContentStrings, formatFromLangChain, formatLangChainMessages, formatMediaMessage, formatMessage, formatServerListing, formatSkillCatalog, getAvailableMcpServers, getBaseToolName, getBufferString, getChatModelClass, getChunkContent, getCloudflareWorkspaceRoot, getCodeBaseURL, getConverseOverrideMessage, getDeferredToolsListing, getLocalCwd, getLocalSessionId, getMaxOutputTokensKey, getMessageId, getMessagesWithinTokenLimit, getReadRoots, getSpawn, getTokenCountForMessage, getWorkspaceFS, getWorkspaceRoots, getWriteRoots, handleServerToolResult, handleToolCallChunks, handleToolCalls, hasNestedQuantifier, hasNestedQuantifiers, hasToolSearchInCurrentTurn, imageAttachmentContent, imagesSchema, initializeModel, interrupt, isAIMessage, isAnthropicLike, isBaseMessage, isContextOverflowError, isDangerousPattern, isFromAnyMcpServer, isFromMcpServer, isGoogleLike, isInterrupted, isLegacyConvertible, isLikelyContextOverflowError, isOpenAILike, isPresent, isThinkingEnabled, isToolMessage, isZodSchema, joinKeys, labelContentByAgent, locateEdit, makeIsDeferred, makeRequest, maskConsumedToolResults, matchesQuery, messagesStateReducer, modifyDeltaProperties, newsSchema, normalizeBashToolResultsForReplay, normalizeServerFilter, normalizeToBashIdentifier, normalizeToPythonIdentifier, partitionAndMarkAnthropicToolCache, performLocalSearch, preFlightTruncateToolCallInputs, preFlightTruncateToolResults, projectAgentContextUsage, querySchema, repairOrphanedToolMessages, resetIfNotEmpty, resolveCloudflareSandbox, resolveCodeApiAuthHeaders, resolveContextPruningSettings, resolveLocalExecutionConfig, resolveLocalExecutionTools, resolveLocalToolRegistry, resolveLocalToolsForBinding, resolveSubagentConfigs, resolveWorkspacePath, resolveWorkspacePathSafe, runBashAstChecks, runPostEditSyntaxCheck, sanitizeOrphanToolBlocks, sanitizeRegex, serializeMessage, shellQuote, shiftIndexTokenCountMap, shouldTriggerSummarization, sleep, spawnLocalProcess, splitAtRecencyBoundary, stripAnthropicCacheControl, stripBedrockCacheControl, stripCodeSessionFileSummary, summarizeEvent, syncBudgetDerivedFields, toJsonSchema, tool, toolResultTypes, toolsCondition, truncateLocalOutput, truncateToolInput, truncateToolResultContent, tryFallbackProviders, unescapeObject, unwrapToolResponse, validateBashCommand, validateCloudflareBashCommand, videosSchema, withMessageRole };
+export { AIMessage, AIMessageChunk, ANTHROPIC_TOOL_TOKEN_MULTIPLIER, AgentSession, BASH_SHELL_GUIDANCE, BaseCheckpointSaver, BaseMessage, BaseMessageChunk, BashExecutionToolDefinition, BashExecutionToolDescription, BashExecutionToolName, BashExecutionToolSchema, BashProgrammaticToolCallingDefinition, BashProgrammaticToolCallingDescription, BashProgrammaticToolCallingName, BashProgrammaticToolCallingSchema, BashToolOutputReferencesGuide, CLOUDFLARE_BASH_CODING_TOOL_NAMES, CLOUDFLARE_CODING_TOOL_NAMES, CODE_ARTIFACT_PATH_GUIDANCE, CODE_EXECUTION_TOOLS, Calculator, CalculatorSchema, CalculatorToolDefinition, CalculatorToolDescription, CalculatorToolName, Callback, ChatModelStreamHandler, ChatOpenRouter, CloudflareBashExecutionToolDescription, CloudflareCodeExecutionToolDescription, CodeExecutionToolDefinition, CodeExecutionToolDescription, CodeExecutionToolName, CodeExecutionToolSchema, Command, CommonEvents, CompileCheckToolName, Constants, ContentTypes, CustomOpenAIClient, DATE_RANGE, DEFAULT_CONTEXT_PRUNING_SETTINGS, DEFAULT_COUNTRY_DESCRIPTION, DEFAULT_HOOK_TIMEOUT_MS, DEFAULT_PROMPT_CACHE_TTL, DEFAULT_QUERY_DESCRIPTION, DEFAULT_RESERVE_RATIO, DEFAULT_TOOL_TOKEN_MULTIPLIER, DynamicStructuredTool, EnvVar, FAILED_EXECUTION_FILE_REMINDER, FakeChatModel, Graph, GraphEvents, GraphNodeActions, GraphNodeKeys, HARD_MAX_TOOL_RESULT_CHARS, HARD_MAX_TOTAL_TOOL_OUTPUT_SIZE, HOOK_EVENTS, HandlerRegistry, HookRegistry, HumanMessage, INTERRUPT, JsonlSessionStore, LLMStreamHandler, LOCAL_CODING_BUNDLE_NAMES, LOCAL_CODING_TOOL_NAMES, LOCAL_SPAWN_TIMEOUT_MS, LocalBashExecutionToolDescription, LocalCodeExecutionToolDescription, LocalEditFileToolName, LocalEditFileToolSchema, LocalFileCheckpointerImpl, LocalGlobSearchToolName, LocalGlobSearchToolSchema, LocalGrepSearchToolName, LocalGrepSearchToolSchema, LocalListDirectoryToolName, LocalListDirectoryToolSchema, LocalReadFileToolSchema, LocalWriteFileToolName, LocalWriteFileToolSchema, MAX_CACHE_SIZE, MAX_PATTERN_LENGTH, MemorySaver, ModelEndHandler, MultiAgentGraph, ORIGINAL_CONTENT_MAX_CHARS, ProgrammaticToolCallingDefinition, ProgrammaticToolCallingDescription, ProgrammaticToolCallingName, ProgrammaticToolCallingSchema, PromptTemplate, Providers, REMOVE_ALL_MESSAGES, ReadFileToolDefinition, ReadFileToolDescription, ReadFileToolName, ReadFileToolSchema, Run, Runnable, RunnableCallable, RunnableLambda, RunnableSequence, SEPARATORS, SessionManager, SkillToolDefinition, SkillToolDescription, SkillToolName, SkillToolSchema, SplitStreamHandler, StandardGraph, StepTypes, StructuredTool, SubagentExecutor, SubagentToolDefinition, SubagentToolDescription, SubagentToolName, SubagentToolSchema, SystemMessage, TMP_SCRATCH_OUTPUT_REMINDER, TestChatStreamHandler, TestLLMStreamHandler, TitleMethod, TokenEncoderManager, Tool, ToolCallTypes, ToolEndHandler, ToolMessage, ToolNode, ToolSearchToolDefinition, ToolSearchToolDescription, ToolSearchToolName, ToolSearchToolSchema, WebSearchToolDefinition, WebSearchToolDescription, WebSearchToolName, WebSearchToolSchema, _createBashProgramForTests, _resetLocalEngineWarningsForTests, _resetRipgrepCacheForTests, _resetSyntaxCheckProbeCacheForTests, _resetUnrecognizedTriggerWarnings, addBedrockCacheControl, addBedrockTailCacheControl, addCacheControl, addCacheControlToStablePrefixMessages, addTailCacheControl, appendCodeSessionFileSummary, appendFailedExecutionFileReminder, appendTmpScratchReminder, applyContextPruning, applyEdit, applyPreToolUseHooksForBridge, apportionTokenCounts, askUserQuestion, attemptInvoke, bashAstFindingsToErrors, buildAnthropicCacheControl, buildBashExecutionToolDescription, buildBedrockCachePoint, buildChildInputs, buildCodeApiHttpErrorMessage, buildSandboxRuntimeConfig, buildSubagentToolParams, calculateMaxToolResultChars, calculateMaxTotalToolOutputSize, calculateTotalTokens, checkValidNumber, classifyAttachment, cloneMessage, composeEventHandlers, convertMessagesToContent, countNestedGroups, countrySchema, createAgentSession, createBashExecutionTool, createBashProgrammaticToolCallingSchema, createBashProgrammaticToolCallingTool, createCloudflareBashExecutionTool, createCloudflareBashProgrammaticToolCallingTool, createCloudflareBridgeRuntime, createCloudflareCodeExecutionTool, createCloudflareCodingToolBundle, createCloudflareCodingTools, createCloudflareExecutionTool, createCloudflareLocalExecutionConfig, createCloudflareProgrammaticToolCallingTool, createCloudflareWorkspaceFS, createCodeExecutionTool, createCompileCheckTool, createCompileCheckToolDefinition, createContentAggregator, createFakeStreamingLLM, createHandlers, createLocalBashExecutionTool, createLocalBashProgrammaticToolCallingTool, createLocalCodeExecutionTool, createLocalCodingToolBundle, createLocalCodingToolDefinitions, createLocalCodingToolRegistry, createLocalCodingTools, createLocalEditFileTool, createLocalFileCheckpointer, createLocalGlobSearchTool, createLocalGrepSearchTool, createLocalListDirectoryTool, createLocalProgrammaticToolCallingTool, createLocalReadFileTool, createLocalWriteFileTool, createMetadataAggregator, createProgrammaticToolCallingSchema, createProgrammaticToolCallingTool, createPruneMessages, createRemoveAllMessage, createRunHandlers, createSchemaOnlyTool, createSchemaOnlyTools, createSearchTool, createSubagentToolDefinition, createTokenCounter, createToolPolicyHook, createToolSearch, createWorkspacePolicyHook, dateSchema, decodeFile, defaultOmitOptions, deserializeMessage, emptyOutputMessage, encodeFile, encodingForModel, enforceOriginalContentCap, ensureThinkingBlockInMessages, escapeRegexSpecialChars, estimateAnthropicImageTokens, estimateOpenAIImageTokens, executeCloudflareBash, executeCloudflareCode, executeHooks, executeLocalBash, executeLocalBashWithArgs, executeLocalCode, executeParallelSearches, executeTools, extractErrorMessage, extractImageDimensions, extractMcpServerName, extractTextFromContent, extractToolDiscoveries, extractUsedBashToolNames, extractUsedToolNames, fetchSessionFiles, filterBashToolsByUsage, filterSubagentResult, filterToolsByUsage, findLastIndex, formatAgentMessages, formatAnthropicArtifactContent, formatAnthropicMessage, formatArtifactPayload, formatCloudflareOutput, formatCompletedResponse, formatContentStrings, formatFromLangChain, formatLangChainMessages, formatMediaMessage, formatMessage, formatServerListing, formatSkillCatalog, getAvailableMcpServers, getBaseToolName, getBufferString, getChatModelClass, getChunkContent, getCloudflareWorkspaceRoot, getCodeBaseURL, getConverseOverrideMessage, getDeferredToolsListing, getLocalCwd, getLocalSessionId, getMaxOutputTokensKey, getMessageId, getMessagesWithinTokenLimit, getReadRoots, getSpawn, getTokenCountForMessage, getWorkspaceFS, getWorkspaceRoots, getWriteRoots, handleServerToolResult, handleToolCallChunks, handleToolCalls, hasNestedQuantifier, hasNestedQuantifiers, hasToolSearchInCurrentTurn, imageAttachmentContent, imagesSchema, initializeModel, interrupt, isAIMessage, isAnthropicLike, isBaseMessage, isContextOverflowError, isDangerousPattern, isFromAnyMcpServer, isFromMcpServer, isGoogleLike, isInterrupted, isLegacyConvertible, isLikelyContextOverflowError, isOpenAILike, isPresent, isThinkingEnabled, isToolMessage, isZodSchema, joinKeys, labelContentByAgent, locateEdit, makeIsDeferred, makeRequest, maskConsumedToolResults, matchesQuery, messagesStateReducer, modifyDeltaProperties, newsSchema, normalizeBashToolResultsForReplay, normalizeServerFilter, normalizeToBashIdentifier, normalizeToPythonIdentifier, partitionAndMarkAnthropicToolCache, performLocalSearch, preFlightTruncateToolCallInputs, preFlightTruncateToolResults, projectAgentContextUsage, querySchema, repairOrphanedToolMessages, resetIfNotEmpty, resolveCloudflareSandbox, resolveCodeApiAuthHeaders, resolveContextPruningSettings, resolveLocalExecutionConfig, resolveLocalExecutionTools, resolveLocalToolRegistry, resolveLocalToolsForBinding, resolvePromptCacheTtl, resolveSubagentConfigs, resolveWorkspacePath, resolveWorkspacePathSafe, runBashAstChecks, runPostEditSyntaxCheck, sanitizeOrphanToolBlocks, sanitizeRegex, serializeMessage, shellQuote, shiftIndexTokenCountMap, shouldTriggerSummarization, sleep, spawnLocalProcess, splitAtRecencyBoundary, stripAnthropicCacheControl, stripBedrockCacheControl, stripCodeSessionFileSummary, summarizeEvent, syncBudgetDerivedFields, toJsonSchema, tool, toolResultTypes, toolsCondition, truncateLocalOutput, truncateToolInput, truncateToolResultContent, tryFallbackProviders, unescapeObject, unwrapToolResponse, validateBashCommand, validateCloudflareBashCommand, videosSchema, withMessageRole };

package/dist/esm/messages/anthropicToolCache.mjs

@@ -1,3 +1,4 @@
+import { buildAnthropicCacheControl } from "./cache.mjs";
 //#region src/messages/anthropicToolCache.ts
 const ANTHROPIC_BUILT_IN_TOOL_PREFIXES = [
 	"text_editor_",
@@ -12,25 +13,69 @@ const ANTHROPIC_BUILT_IN_TOOL_PREFIXES = [
 	"tool_search_",
 	"mcp_toolset"
 ];
-const CACHE_CONTROL = { type: "ephemeral" };
 function isAnthropicBuiltInTool(tool) {
 	const { type } = tool;
 	return typeof type === "string" && ANTHROPIC_BUILT_IN_TOOL_PREFIXES.some((prefix) => type.startsWith(prefix));
 }
+/**
+* Whether a tool already carries a cache breakpoint. Built-ins use a direct
+* `cache_control`; custom tools normally carry it under `extras`, but a
+* caller-supplied Anthropic-native tool object can also put it directly on the
+* block — check both so stale markers are never missed.
+*/
 function hasCacheControl(tool) {
 	if (isAnthropicBuiltInTool(tool)) return tool.cache_control != null;
-	return tool.extras?.cache_control != null;
+	return tool.cache_control != null || tool.extras?.cache_control != null;
+}
+/**
+* Return the `cache_control` from the location that actually reaches the
+* Anthropic payload for this tool's shape: directly on the block for
+* provider-shaped tools (built-ins and raw Anthropic tools), or under `extras`
+* for LangChain custom tools (the adapter promotes only that). Returns
+* `undefined` when no marker sits in the effective location — a marker in the
+* wrong place (e.g. a direct marker on a custom tool) does not count.
+*/
+function getEffectiveCacheControl(tool) {
+	return isProviderShapedTool(tool) ? tool.cache_control : tool.extras?.cache_control;
 }
-function markCacheControl(tool) {
+/**
+* Return a clone of `tool` with any `cache_control` removed — both the direct
+* block marker and the `extras` marker — preserving the prototype chain. Used
+* to clear stray markers off tools that must not anchor a competing breakpoint.
+*/
+function stripCacheControl(tool) {
 	const prototype = Object.getPrototypeOf(tool) ?? Object.prototype;
-	if (isAnthropicBuiltInTool(tool)) {
+	const wrapped = { ...tool };
+	delete wrapped.cache_control;
+	if (wrapped.extras != null) {
+		wrapped.extras = { ...wrapped.extras };
+		delete wrapped.extras.cache_control;
+	}
+	return Object.assign(Object.create(prototype), wrapped);
+}
+/**
+* Whether `tool` is already in the Anthropic provider payload shape — an
+* Anthropic built-in or a raw Anthropic tool object (has `input_schema`). These
+* carry `cache_control` directly on the block; the LangChain adapter does NOT
+* promote `extras.cache_control` for them. LangChain StructuredTools, by
+* contrast, expose the marker via `extras`.
+*/
+function isProviderShapedTool(tool) {
+	return isAnthropicBuiltInTool(tool) || "input_schema" in tool;
+}
+function markCacheControl(tool, ttl) {
+	const cacheControl = buildAnthropicCacheControl(ttl);
+	const prototype = Object.getPrototypeOf(tool) ?? Object.prototype;
+	if (isProviderShapedTool(tool)) {
 		const wrapped = { ...tool };
 		delete wrapped.extras;
-		return Object.assign(Object.create(prototype), wrapped, { cache_control: CACHE_CONTROL });
+		return Object.assign(Object.create(prototype), wrapped, { cache_control: cacheControl });
 	}
-	return Object.assign(Object.create(prototype), tool, { extras: {
+	const wrapped = { ...tool };
+	delete wrapped.cache_control;
+	return Object.assign(Object.create(prototype), wrapped, { extras: {
 		...tool.extras ?? {},
-		cache_control: CACHE_CONTROL
+		cache_control: cacheControl
 	} });
 }
 /**
@@ -59,7 +104,7 @@ function makeIsDeferred(toolDefinitions) {
 * `instanceof` checks still pass. For custom tools, `extras` is merged
 * so any existing `providerToolDefinition` / other extras are kept.
 */
-function partitionAndMarkAnthropicToolCache(tools, isDeferred) {
+function partitionAndMarkAnthropicToolCache(tools, isDeferred, ttl) {
 	if (tools == null || tools.length === 0) return tools;
 	const staticTools = [];
 	const deferredTools = [];
@@ -68,13 +113,30 @@ function partitionAndMarkAnthropicToolCache(tools, isDeferred) {
 		if (typeof name === "string" && isDeferred(name)) deferredTools.push(tool);
 		else staticTools.push(tool);
 	}
-	if (staticTools.length === 0) return tools;
+	let mutated = false;
+	for (let i = 0; i < deferredTools.length; i++) {
+		const candidate = deferredTools[i];
+		if (hasCacheControl(candidate)) {
+			deferredTools[i] = stripCacheControl(candidate);
+			mutated = true;
+		}
+	}
+	if (staticTools.length === 0) return mutated ? [...deferredTools] : tools;
+	for (let i = 0; i < staticTools.length - 1; i++) {
+		const candidate = staticTools[i];
+		if (hasCacheControl(candidate)) {
+			staticTools[i] = stripCacheControl(candidate);
+			mutated = true;
+		}
+	}
 	const last = staticTools[staticTools.length - 1];
-	if (hasCacheControl(last)) {
-		if (deferredTools.length === 0) return tools;
-		return [...staticTools, ...deferredTools];
+	const desiredTtl = ttl === "1h" ? "1h" : void 0;
+	const effective = getEffectiveCacheControl(last);
+	if (!(effective != null && (effective.ttl === "1h" ? "1h" : void 0) === desiredTtl)) {
+		staticTools[staticTools.length - 1] = markCacheControl(last, ttl);
+		mutated = true;
 	}
-	staticTools[staticTools.length - 1] = markCacheControl(last);
+	if (!mutated && deferredTools.length === 0) return tools;
 	return [...staticTools, ...deferredTools];
 }
 //#endregion