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feat: Implement DPoP module#495

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BinoyOza-okta wants to merge 6 commits intomasterfrom
OKTA-747791
Open

feat: Implement DPoP module#495
BinoyOza-okta wants to merge 6 commits intomasterfrom
OKTA-747791

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@BinoyOza-okta BinoyOza-okta commented Feb 3, 2026

feat: Implement DPoP (RFC 9449) authentication for Okta Python SDK

Complete implementation of DPoP (Demonstrating Proof-of-Possession) authentication
per RFC 9449, providing cryptographic binding of access tokens to client keys for
enhanced security against token theft and replay attacks.

BREAKING CHANGES: None - fully backward compatible (opt-in via dpopEnabled flag)

Core Implementation

New Files (3)

  • okta/dpop.py (372 lines) - DPoP proof generator with key management
  • okta/errors/dpop_errors.py (72 lines) - User-friendly error messages
  • tests/test_dpop.py (425 lines) - Comprehensive unit tests (24 tests)

Modified Files (4)

  • okta/jwt.py (+150 lines) - Added DPoP JWT creation methods
  • okta/oauth.py (rewritten ~200 lines) - DPoP-aware OAuth flow with nonce handling
  • okta/config/config_validator.py (+70 lines) - DPoP configuration validation
  • okta/request_executor.py (+50 lines) - DPoP header injection and nonce management

Features

DPoP Proof Generation

  • RSA 2048-bit ephemeral key pairs
  • RFC 9449 compliant JWT structure (typ: dpop+jwt, alg: RS256, jwk)
  • Proper claims: jti, htm, htu, iat, ath (access token hash), nonce
  • SHA-256 + Base64url encoding for access token hash
  • Thread-safe with proper locking mechanisms

OAuth Integration

  • Automatic DPoP proof generation for token requests
  • First request without nonce, auto-retry with nonce on use_dpop_nonce error
  • Nonce extraction and storage from server responses
  • Token type detection (DPoP vs Bearer)
  • Bearer fallback detection with warnings

Request Enhancement

  • DPoP header injection for all API requests
  • Access token hash (ath) in proofs for API calls
  • x-okta-user-agent-extended: isDPoP:true header
  • Nonce update from 401/400 responses
  • Helpful DPoP error messages

Configuration

  • dpopEnabled: true/false (default: false, opt-in)
  • dpopKeyRotationInterval: seconds (default: 86400 / 24 hours)
  • Validation: requires PrivateKey authMode, valid rotation interval
  • Backward compatible: no changes needed for existing configurations

Security

  • Private keys never exposed in JWK
  • Public-only JWK components exported
  • Thread-safe key operations with asyncio.Lock
  • Safe key rotation (waits for active requests)
  • Nonce cleared on key rotation
  • RFC 9449 compliant security measures

Testing

Unit Tests

  • 24 comprehensive unit tests
  • 100% test pass rate (24/24 passing)

@BinoyOza-okta
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IMPORTANT NOTE
There is an issue with the flatdict library dependency; version 4.1.0 doesn't work well with Python 3.9. And with the older version 4.0.1, it fails with Python v3.10, v3.11, and v3.12. I have fixed the issue by removing the flatdict dependency in this PR: #504. For a temporary workaround, I have removed the Python v3.9 check. Once the PR is merged, I will sync it over here.

BinoyOza-okta and others added 5 commits March 7, 2026 01:57
- Add DPoPProofGenerator class for RFC 9449 DPoP proof generation
- URL parsing strips query/fragment from htu claim
- JWK export contains only public components (kty, n, e)
- Key rotation with active request tracking
- Implement RSA 2048-bit key generation and management
- Add access token hash computation (SHA-256 + base64url)
- Add nonce storage and management
- Thread-safe implementation with proper locking
- Comprehensive unit tests (24 tests, 100% passing)
RFC 9449 compliant implementation with security best practices.
- Complete implementation of DPoP (Demonstrating Proof-of-Possession) per RFC 9449
for enhanced OAuth 2.0 security. Includes nonce handling, key rotation, and
comprehensive error messages. All core features tested and production-ready.

# Conflicts:
#	okta/http_client.py
#	okta/oauth.py
Co-authored-by: semgrep-code-okta[bot] <205183498+semgrep-code-okta[bot]@users.noreply.github.com>
- Fixed Unnecessary Admin URL Removals.
- Fixed OAuth Token Request Behavior Change.
- Added Missing Module - dpop_errors.py.
- Fixed documentation for test File Location.
- Allowed shorter intervals in test/dev environments via constants.py.
- Added Missing Type Hints.
- Addressed Thread Safety Concerns.
Fixed critical syntax and implementation errors in the DPoP (Demonstrating
Proof-of-Possession) authentication flow that were introduced during the
master branch rebase. All 11 integration tests now pass successfully against
a live Okta org.

## Issues Fixed

### 1. Missing Logger Import (okta/oauth.py)
- Added missing `import logging` and logger initialization
- Resolved 7 "Unresolved reference 'logger'" errors
- Added `import json` for response parsing

### 2. DPoP Proof Header Not Sent (okta/oauth.py)
- Fixed headers dict being overwritten in token requests
- DPoP proof now correctly included in OAuth token endpoint calls
- Ensures proper DPoP header transmission to authorization server

### 3. Nonce Challenge Handling (okta/oauth.py)
- Added JSON parsing for response body before error checking
- Fixed detection of `use_dpop_nonce` error from server
- Implemented proper retry logic with nonce (RFC 9449 Section 8)
- Added null-safety check for res_details

### 4. Cache Method Calls (okta/oauth.py)
- Changed `cache.set()` to `cache.add()` (correct API)
- Fixed AttributeError: 'NoOpCache' object has no attribute 'set'
- Updated both OKTA_ACCESS_TOKEN and OKTA_TOKEN_TYPE caching

### 5. API Client Token Handling (okta/api_client.py)
- Changed `configuration["client"]["token"]` to use `.get()` method
- Handles PrivateKey authorization mode where token may be absent
- Prevents KeyError when token is not provided

### 6. Removed Unused Imports (okta/oauth.py)
- Removed unused `urlencode` and `quote` from urllib.parse
- Cleaned up import statements for better code quality

## Validation

- No syntax errors (verified with py_compile)
- No runtime errors
- Token type correctly returned as "DPoP"
- Nonce challenge handling works automatically
- API requests succeed with DPoP-bound tokens
- Thread-safe concurrent request handling verified

## Related

- Implements DPoP authentication per RFC 9449
- Follows .NET SDK implementation pattern
- Based on technical design: eng-Technical Design_DPoP Proof JWTs in Backend SDKs.pdf
Address all critical and high-severity issues from PR #495 code review.
Ensures production-readiness, RFC 9449 compliance, and async safety.

Key fixes:
- Replace bypassable assert statements with proper exceptions (security)
- Remove threading.RLock to prevent asyncio deadlocks (architecture)
- Restore cache cleanup to prevent expired token reuse (cache management)
- Fix cache.get() invalid default parameter usage (API correctness)
- Replace bare except clauses with specific exceptions (error handling)
- Consolidate duplicate access token hash computation (code quality)
- Update Mustache templates to preserve DPoP in code generation
- Correct RSA key size documentation (2048→3072 bits)
- Improve DPoP error detection accuracy
- Remove duplicate token caching logic

Testing:
- All 23 unit tests passing ✅
- All 11 integration tests passing ✅
- 100% RFC 9449 compliance verified ✅
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