--- name: dpop-adoption metadata: category: Identity description: >- Implement and debug OAuth 2.0 DPoP (RFC 9449) refresh token sender-constraining for WebCrypto, Node.js ES6, and browser runtimes integrating with Google's OAuth platform. Use when configuring non-extractable asymmetric key pairs (P-256), generating DPoP Proof JWTs for authorization code exchange and token refresh, or handling 400 use_dpop_nonce challenge retry loops at oauth2.googleapis.com/token. Don't use for unconstrained OAuth 2.0 flows (where refresh tokens are not bound to a client key pair), or for Google Cloud IAM / service account authentication. --- # DPoP Adoption & Identity Security Architecture Demonstrating Proof-of-Possession (DPoP, RFC 9449) secures OAuth 2.0 refresh tokens against interception and replay attacks by cryptographically binding them to a private key held exclusively by the client. In Google's OAuth 2.0 platform, DPoP binds the refresh token at the token endpoint, while access tokens issued for Google APIs are standard Bearer tokens (`token_type: "Bearer"`). ## 1. Core Cryptographic & Architectural Invariants When implementing DPoP helpers or upgrading HTTP clients, you MUST adhere to the following strict security invariants: ### A. Universal WebCrypto & Runtime Compatibility - In modern ES6 JavaScript (`"type": "module"` for Node 18+ and browsers), ALWAYS access `globalThis.crypto` directly after verifying the environment context. - **NEVER** import legacy CommonJS modules via `require('node:crypto')` or reference browser-scoped `window.crypto`, as these cause module initialization crashes across hybrid runtimes. ### B. Hardware-Backed Non-Extractable Key Persistence - Generate an Elliptic Curve key pair on the SECP256R1 (`P-256`) curve: `{ name: 'ECDSA', namedCurve: 'P-256' }`. - **CRITICAL SECURITY GUARDRAIL:** The private key MUST be configured as **non-extractable** (`extractable: false`). This guarantees the private key can never leave the hardware cryptographic boundary (Secure Enclave, Android KeyStore, or JS sandbox memory), thwarting XSS and dependency token theft attacks. - The public key MUST remain exportable (`extractable: true`) to allow emitting JSON Web Keys (JWKs). ### C. Public JWK Formatting Standards - When exporting public keys to attach to DPoP Proof JWT headers, construct a clean JWK dictionary containing strictly: - `"kty": "EC"` - `"crv": "P-256"` - `"x"`: Base64URL-encoded x-coordinate without trailing equal sign padding (`=`). - `"y"`: Base64URL-encoded y-coordinate without trailing equal sign padding (`=`). - **NEVER** expose private key parameters (`"d"`) or superfluous metadata. ### D. IEEE P1363 vs. ASN.1 DER Signature Disambiguation - DPoP Proof JWTs require raw concatenated coordinate signatures ($R \parallel S$, exactly 64 bytes for P-256) per IEEE P1363 and RFC 7518. - **WebCrypto Native Rule:** In standard WebCrypto (`crypto.subtle.sign`), ECDSA signatures are ALREADY emitted natively in raw IEEE P1363 format (concatenated 32-byte `r` and `s` buffers, 64 bytes total). **DO NOT** attempt DER-to-Raw conversion on `crypto.subtle.sign` outputs, as parsing a 64-byte raw buffer as ASN.1 DER causes an immediate runtime exception (`Invalid DER sequence`). Directly base64url-encode the raw ArrayBuffer. - **Legacy API Fallback:** If and only if implementing in legacy Java/Android (`java.security.Signature`) or Node CommonJS (`crypto.createSign`), convert ASN.1 DER output to raw 64-byte IEEE P1363 format before base64url encoding. ### E. SPA & Backend-for-Frontend (BFF) Architecture - **Secretless SPAs Limitation:** Pure client-side single-page applications (SPAs) without a backend cannot use DPoP directly with Google APIs due to `client_secret` requirements on server endpoints and browser CORS limitations on the `DPoP-Nonce` response header. - **BFF Pattern:** To secure SPAs with DPoP, route authorization and token refresh requests through a Backend-for-Frontend (BFF) server-side client. The BFF sets `access_type=offline`, binds refresh tokens server-side using DPoP, and maintains secure session cookies with the frontend. ## 2. Implementation Rules & Mandatory Public API When creating new modules, your module MUST explicitly export all functions below to integrate cleanly with CI/CD verification harnesses and automated probers. When inspecting or refactoring existing codebases, ensure equivalent cryptographic and RFC 9449 logic is present. Obey strict claim derivation logic in all cases: ### A. DPoP Proof JWT Claim Derivation Rules (`createDPoPProof`) When generating the DPoP Proof JWT in `createDPoPProof`: **1. JOSE Header (`typ`, `alg`, `jwk`):** ```javascript // Header { "typ": "dpop+jwt", "alg": "ES256", "jwk": await exportPublicJWK(publicKey) } ``` **2. Payload Claims:** - `"htm"`: Uppercase HTTP Method (`"POST"` for token requests). - `"htu"`: Target URI stripped of query parameters and hash fragments using `sanitizeHTU(htu)`. For token requests, this is `https://oauth2.googleapis.com/token`. - `"iat"`: Current integer epoch timestamp in seconds (`Math.floor(Date.now() / 1000)`). - `"jti"` (Critical Invariant): 1. If an explicit `jti` argument is provided to `createDPoPProof`, use that exact string over all others. 2. Otherwise, if an `authCode` argument is provided (during initial code exchange), set `jti = await calculateAuthCodeJti(authCode)` where `calculateAuthCodeJti` computes `base64url(sha256(authCode))` to ensure the DPoP proof is cryptographically bound to the authorization code. 3. Only if neither `jti` nor `authCode` is provided, generate a fresh cryptographic random string via `generateRandomString()` (such as `crypto.getRandomValues(new Uint8Array(24))` base64url encoded). - `"ath"` (Optional): If an `accessToken` argument is provided for RFC 9449 resource requests, compute `base64url(sha256(accessToken))` via `calculateATH(accessToken)` and inject it (RFC 9449 Section 6.1). - `"nonce"` (Optional): If a `nonce` argument is provided, inject it directly into the payload. ### B. Explicit Export Signatures ```javascript // 1. Key generation & JWK export export async function generateDPoPKeyPair() // -> { publicKey, privateKey } (private key extractable=false) export async function exportPublicJWK(publicKey) // -> { kty: 'EC', crv: 'P-256', x, y } // 2. Proof generation & validation export async function createDPoPProof({ privateKey, publicKey, htm, htu, nonce, accessToken, authCode, jti }) // -> signed JWT string export async function verifyDPoPProof(dpopProofJwt) // -> { isValid: boolean, header, payload, error } export function sanitizeHTU(htu) // -> URL stripped of query and hash: const u = new URL(htu); return `${u.origin}${u.pathname}`; // 3. Cryptographic & encoding utilities export function base64UrlEncode(buffer) // -> Uint8Array/ArrayBuffer to base64url string without '=' padding export function base64UrlDecode(str) // -> base64url string to Uint8Array/Buffer export function stringToBase64Url(str) // -> UTF-8 string to base64url export function base64UrlToString(str) // -> base64url to UTF-8 string export function generateRandomString(byteLength = 32) // -> cryptographic random base64url string export async function calculateATH(accessToken) // -> base64url(sha256(accessToken)) per RFC 9449 Sec 6.1 export async function calculateAuthCodeJti(code) // -> base64url(sha256(code)) export async function generatePKCE() // -> { codeVerifier (>=43 chars), codeChallenge, codeChallengeMethod: 'S256' } ``` ## 3. Token Endpoint & Resource Request Workflow When integrating with Google's OAuth 2.0 platform: 1. **Token Endpoint Requests (`oauth2.googleapis.com/token`):** - Attach the DPoP Proof JWT in the `DPoP` HTTP header: `` `DPoP: ${proofJwt}` `` when making `POST` requests for code exchange (`grant_type=authorization_code`) and token refresh (`grant_type=refresh_token`). 2. **Resource API Requests:** - Google's token endpoint returns `"token_type": "Bearer"`. Downstream requests to Google APIs (e.g. Calendar, Drive, Gmail) use standard `` `Authorization: Bearer ${accessToken}` `` headers without DPoP headers. 3. **Single-Retry Nonce Challenge Loop & Workflow Isolation:** - If Google's token endpoint returns HTTP `400 Bad Request` with `error: "use_dpop_nonce"` and a `"DPoP-Nonce"` response header: - **Workflow Isolation:** Google's authorization server enforces workflow isolation between authorization code exchange and token refresh, returning an HTTP `400 use_dpop_nonce` challenge to establish a fresh nonce namespace. This is standard RFC-compliant protocol behavior, not a server failure. - Cache the fresh nonce in client state (`this.dpopNonce`). - Immediately synthesize a new DPoP Proof JWT incorporating the updated `nonce` claim and a fresh `jti`. - Replay the failed token request **exactly once**. If the retried request fails, terminate immediately with an error to prevent infinite recursion. ## 4. Concise Agent Egress Protocol When prompted to synthesize or output code deliverables under this skill, prioritize returning clean, directly importable code blocks without redundant conversational preambles or repetitive filler. For conceptual or architectural inquiries, provide standard direct answers. ## 5. References & Supporting Documentation ### Developer Documentation (Google for Developers) - [DPoP Adoption Guide](https://developers.google.com/identity/protocols/oauth2/resources/dpop-adoption) — Official Google Identity guide for implementing DPoP across authorization code exchange and token refresh. - [Using OAuth 2.0 for Web Server Applications](https://developers.google.com/identity/protocols/oauth2/web-server#offline) — Offline access, refresh tokens, and server-side authorization flows. - [OAuth 2.0 Best Practices: Sender-Constrain Tokens](https://developers.google.com/identity/protocols/oauth2/resources/best-practices#sender-constrain-tokens) — Recommendations for token storage, rotation, and sender-constraining. ### Developer Knowledge MCP Server - Agents equipped with Model Context Protocol (`MCP`) can query real-time Google Developer documentation using the [Google Developer Knowledge MCP Server](https://developers.google.com/knowledge/mcp) (`npx -y @google/mcp-developer-knowledge-server`) via `developer_knowledge:search_documents` and `developer_knowledge:get_documents`. ### Standards & RFC Specifications - [RFC 9449: OAuth 2.0 Demonstrating Proof-of-Possession (DPoP)](https://datatracker.ietf.org/doc/html/rfc9449) - [RFC 7519: JSON Web Token (JWT)](https://datatracker.ietf.org/doc/html/rfc7519) - [RFC 7636: Proof Key for Code Exchange by OAuth Public Clients (PKCE)](https://datatracker.ietf.org/doc/html/rfc7636)