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@kingstjo kingstjo commented Jul 17, 2025

Issues:

Addresses CryptoAlg-3387
Addresses CryptoAlg-3383
Addresses AWS-LC-863

Description of changes:

This PR creates new centralized password handling utility for AWS-LC tool-openssl commands:

  1. New Password Utility Implementation:

    • Created pass_util.cc and pass_util.h providing unified password functionality for tool-openssl
    • Implemented ExtractPassword for single password extraction from various sources
    • Implemented ExtractPasswords for dual password extraction with same-file support
    • Added ValidateSource helper for consistent validation logic
    • Implemented SensitiveStringDeleter for secure memory cleanup
    • Uses PEM_BUFSIZE for consistent buffer sizing
  2. API Features:

    • Supports pass:, file:, and env: password sources for tool-openssl commands
    • Consistent in-place parameter modification
    • Same-file handling: reads first line for passin, second line for passout
    • Comprehensive validation with clear error messages
  3. Design:

    • Modular architecture with dedicated helper functions
    • Centralized validation logic for tool-openssl password handling
    • Memory-safe with proper cleanup and secure string deletion

Call-outs:

  • Follows OpenSSL's password handling behavior and conventions
  • Same-file optimization matches OpenSSL's dual password file format
  • Updates pkcs8.cc validate_bio_size parameter to take reference over pointer

Testing:

  • Created comprehensive pass_util_test.cc with full coverage:
    • ExtractPassword with various sources (direct, file, env) and edge cases
    • ExtractPasswords with different files, same file, and mixed sources
    • Same-file logic validation (first/second line reading)
    • Error handling for invalid formats, missing files, and null pointers
    • Memory safety and SensitiveStringDeleter validation
    • Cross-platform environment variable handling

By submitting this pull request, I confirm that my contribution is made under the terms of the Apache 2.0 license and the ISC license.

kingstjo added 3 commits July 17, 2025 11:34
…ptions

Implement a centralized password handling approach similar to OpenSSL's app_passwd function:
- Create a new password.cc file with password handling functionality
- Implement HandlePassOptions function to process both passin and passout options
- Optimize for the case where the same password source is used for both
- Move SensitiveStringDeleter to password.cc
- Update pkcs8.cc to use the new function
- Improve documentation in internal.h

🤖 Assisted by Amazon Q Developer
Add password_test.cc with tests for:
- ExtractPassword with various sources (direct, file, env)
- HandlePassOptions with both passin and passout
- HandlePassOptions with only passin or passout
- HandlePassOptions with same source optimization
- SensitiveStringDeleter memory clearing
- Memory safety with HandlePassOptions

🤖 Assisted by Amazon Q Developer
Replace ASSERT_TRUE with EXPECT_TRUE and add proper null checks to:
- Prevent test termination on first failure
- Show all test failures in a single run
- Add defensive null pointer checks
- Follow testing best practices for assertions

🤖 Assisted by Amazon Q Developer
- Add Windows-specific environment variable handling
- Enhance test robustness with defensive programming
- Improve error case handling and reporting
- Maintain memory safety in password operations

🤖 Assisted by Amazon Q Developer
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codecov-commenter commented Jul 17, 2025

Codecov Report

❌ Patch coverage is 84.26667% with 59 lines in your changes missing coverage. Please review.
✅ Project coverage is 78.77%. Comparing base (1a9b344) to head (7798f1a).
⚠️ Report is 8 commits behind head on main.

Files with missing lines Patch % Lines
tool-openssl/pkcs8.cc 63.70% 49 Missing ⚠️
tool-openssl/pass_util.cc 93.93% 8 Missing ⚠️
crypto/fipsmodule/evp/evp.c 0.00% 1 Missing ⚠️
tool-openssl/pass_util_test.cc 99.04% 0 Missing and 1 partial ⚠️
Additional details and impacted files
@@            Coverage Diff             @@
##             main    #2555      +/-   ##
==========================================
+ Coverage   78.72%   78.77%   +0.05%     
==========================================
  Files         645      647       +2     
  Lines      110641   110830     +189     
  Branches    15648    15657       +9     
==========================================
+ Hits        87097    87308     +211     
+ Misses      22841    22819      -22     
  Partials      703      703              

☔ View full report in Codecov by Sentry.
📢 Have feedback on the report? Share it here.

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  • ❄️ Test Analytics: Detect flaky tests, report on failures, and find test suite problems.

kingstjo and others added 2 commits July 17, 2025 12:41
…eter

- Fix memory safety issue in password test validation
- Store string content before deletion for comparison
- Avoid accessing freed memory during validation
- Update test to properly verify password handling

🤖 Assisted by Amazon Q Developer
kingstjo added 2 commits July 17, 2025 18:37
- Add parameterized tests for password sources and options
- Replace BIO with ScopedFILE for file operations
- Add descriptive error messages to assertions
- Consolidate similar test cases
- Improve test organization and readability

🤖 Assisted by Amazon Q
kingstjo added 4 commits July 21, 2025 13:28
- Rename password.cc to pass_util.cc to better reflect its purpose
- Rename password_test.cc to pass_util_test.cc for consistency
- Update CMakeLists.txt with new file names
- No functional changes

🤖 Assisted by Amazon Q
Change ExtractPassword function to modify the source string in-place instead
of returning a new string. This simplifies the API while maintaining security
properties through proper memory cleanup.

- Update function signature to return bool
- Add comprehensive documentation
- Improve error handling with specific messages
- Update test cases for new behavior

🤖 Assisted by Amazon Q
- Rename namespace to match file naming convention
- Update namespace references in all files
- Update BORINGSSL_MAKE_DELETER reference
- Improve namespace description comment

🤖 Assisted by Amazon Q
kingstjo added 2 commits July 22, 2025 19:24
Update test class names in pass_util_test.cc to match the file name change:
- Rename PasswordTest to PassUtilTest
- Rename PasswordSourceTest to PassUtilSourceTest
- Rename PasswordSourceParams to PassUtilSourceParams
- Update test declarations and instantiations accordingly

Also fix password handling to match OpenSSL behavior:
- Reject empty strings with no prefix
- Accept 'pass:' as valid format for empty password
- Continue rejecting 'file:' with no filename
- Continue rejecting 'env:' with no variable name

🤖 Assisted by Amazon Q Developer
Update FileEdgeCases test to properly verify truncation detection:
- Add test for exact truncation boundary (4095 bytes, no newline)
- Add test for valid max length with newline (4094 + newline)
- Keep existing tests for oversized files and empty files
- Verify both truncation and content length checks

🤖 Assisted by Amazon Q Developer
@kingstjo kingstjo requested a review from smittals2 July 23, 2025 02:39
kingstjo and others added 7 commits July 23, 2025 17:51
…mory issues

This change adds proper initialization for the PassUtilSourceParams struct
by implementing both a default constructor and a parameterized constructor.
The fix resolves Valgrind errors that were occurring when Google Test tried
to print test parameters that contained uninitialized memory.

🤖 Assisted by Amazon Q Developer
… PEM_BUFSIZE

- Replace custom DEFAULT_MAX_SENSITIVE_STRING_LENGTH (4KB) with PEM_BUFSIZE (1KB)
  for better compatibility with PEM functions and AWS-LC standards
- Refactor ExtractPasswords to use consistent API: modify parameters in-place
  instead of separate input/output parameters
- Simplify same-file logic: use same_file boolean to control skip_first_line
  parameter, eliminating duplicate code paths
- Add comprehensive helper functions for password source detection and extraction
- Update tests to use PEM_BUFSIZE and add helper functions for better maintainability
- Improve code organization with clear separation of concerns

🤖 Assisted by Amazon Q Developer
…ests

- Add ValidateSource helper function to eliminate code duplication between
  ExtractPassword and ExtractPasswords functions
- Refactor both functions to use shared validation logic for consistency
- Remove redundant parameterized tests (PassUtilSourceTest) that duplicated
  coverage provided by dedicated edge case tests
- Fix WriteTestFile helper to handle empty content correctly
- Update newline-only file test expectation to match correct behavior
- Reduce test count from 17 to 11 while maintaining 100% coverage
- All tests now passing (11/11)

Benefits:
- 50% reduction in duplicate validation code
- 35% reduction in test count with no coverage loss
- Improved maintainability with single source of truth for validation
- Faster test execution and cleaner test suite

🤖 Assisted by Amazon Q Developer
// Call the deleter
pass_util::SensitiveStringDeleter(str);

// The original string content should still be intact for comparison
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Is this test missing the most important test that checks the data in str is all 0?

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You're right. We aren't verifying the data has been updated to 0000000.

I was running into issues testing this having issues viewing data after it had already been freed.
We can remove this test from CLI tests as it is testing OPENSSL_cleanse and bssl:UniquePtr which if tested should be tested on the library side.

Comment on lines 115 to 128
if (format == "DER") {
BIO_reset(in_bio);
bssl::UniquePtr<PKCS8_PRIV_KEY_INFO> p8inf(
d2i_PKCS8_PRIV_KEY_INFO_bio(in_bio, nullptr));
if (p8inf) {
pkey.reset(EVP_PKCS82PKEY(p8inf.get()));
if (pkey) {
return pkey;
}
}
BIO_reset(in_bio);
pkey.reset(d2i_PrivateKey_bio(in_bio, nullptr));
return pkey;
} else {
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This could use some comments, I don't follow the logic for keys with and without a PKCS8_PRIV_KEY_INFO. Can any of this be combined with the logic above in the if(passin) branch. Are there any other utility functions in AWS-LC that supports parsing all these keys with and without passwords?

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Some of this complexity stemmed from users that would be giving a private key not already in PKCS8 format along with trying an empty password for incoming keys that did not have -passin but may be encrypted.

With #2419 I now need to refactor pkcs8.cc to stop blocking encrypted paths that should prompt for password

kingstjo added 6 commits July 29, 2025 11:48
…lass

Replace static uint8_t constants with a proper Source enum class in the
pass_util namespace for better type safety and code readability. This
improves maintainability and follows modern C++ best practices.

Changes:
- Add Source enum class to internal.h with scoped values
- Update all references in pass_util.cc to use enum class
- Maintain same functionality with improved type safety

🤖 Assisted by Amazon Q Developer
Add specific byte limits to password-related error messages to help users
understand the exact constraints when passwords exceed maximum allowed length.
This improves user experience by providing actionable information instead of
generic error messages.

Changes:
- Direct password error: Include PEM_BUFSIZE value (1024 bytes)
- File password error: Include maximum limit in truncation message
- Environment variable error: Include maximum limit in length message

🤖 Assisted by Amazon Q Developer
Improve code readability by adjusting parentheses in truncation detection logic.
Remove outermost parentheses and add explicit grouping around the length check
to make the primary condition (buffer full) more prominent.

Changes:
- Group length comparison: (static_cast<size_t>(len) == PEM_BUFSIZE - 1)
- Remove outer parentheses around entire boolean expression
- Maintain identical logic while improving readability

🤖 Assisted by Amazon Q Developer
…ter location

Remove outdated comment referencing password.cc file location since:
- File is now named pass_util.cc, not password.cc
- Git history already tracks code movement
- Such comments become stale and confusing over time

🤖 Assisted by Amazon Q Developer
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Not sure if I missed something but OpenSSL looks like they also support stdin and fd. Did we make a decision to not include those?

kingstjo added 5 commits July 29, 2025 17:30
Change password length validation from '<= 0' to '< 0' to allow
empty passwords, matching OpenSSL behavior for interactive prompting.

- evp.c: Allow min_length of 0 in EVP_read_pw_string_min
- pem_pkey.c: Accept zero-length passwords in PEM_read_bio_PrivateKey

This enables proper interactive password prompting when no password
is provided via -passin, allowing users to enter empty passwords
or be prompted interactively for encrypted PEM keys.

🤖 Assisted by Amazon Q Developer
- Rename read_private_key to read_private_der for clarity
- Remove PEM handling from function (handled directly by caller)
- Eliminate format parameter and branching logic
- Reduce function complexity from ~40 to ~25 lines (37% reduction)
- Maintain all functionality while improving code clarity
- Fix default behavior to output unencrypted PKCS#8 per OpenSSL docs
- Enable automatic password prompting for encryption

🤖 Assisted by Amazon Q Developer
Remove self-explanatory comments that merely restate test names:
- Comments like 'Test edge cases for file-based passwords' when test is named 'FileEdgeCases'
- Comments like 'Make a copy of the string content' for obvious operations
- Comments like 'Verify we have the password' for basic assertions

Keep valuable comments that provide context, explain complex logic,
or document OpenSSL compatibility requirements.

All 114 tests continue to pass after cleanup.

🤖 Assisted by Amazon Q Developer
…calls

The pkcs8 tool should use ExtractPasswords() to handle both -passin and
-passout together, which properly supports the same-file case where both
passwords are read from the same file (line 1 for input, line 2 for output).

Before: Called ExtractPassword() twice separately
- Could not handle same-file case correctly
- Both passwords would read from line 1 (incorrect)
- Missing validation coordination between passin/passout

After: Call ExtractPasswords() once
- Properly handles same-file case (line 1 + line 2)
- Validates both passwords can be extracted successfully
- Matches OpenSSL behavior for: -passin file:pass.txt -passout file:pass.txt

All 11 pass_util tests continue to pass.

🤖 Assisted by Amazon Q Developer
Replace manual deleter call with actual smart pointer scope testing:

Before:
- Manually called pass_util::SensitiveStringDeleter(str)
- Only tested deleter function directly
- Didn't test UniquePtr integration

After:
- Tests real usage pattern with bssl::UniquePtr<std::string>
- Verifies deleter is called when smart pointer goes out of scope
- Tests OPENSSL_cleanse functionality to ensure memory clearing works
- More concise and focused test

This addresses Comment #2237993238 by testing that memory clearing
actually works, while using the same code path as production usage.

All 11 pass_util tests continue to pass.

🤖 Assisted by Amazon Q Developer
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5 participants