docs(01-03): complete .intunewin builder plan
- Add 01-03-SUMMARY.md with byte-level format validation results - Update STATE.md: progress 33%, decisions recorded, session updated - Update ROADMAP.md: phase 1 in progress (1/3 summaries) - Mark INFRA-02 complete in REQUIREMENTS.md
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@@ -47,7 +47,7 @@ Requirements for initial release. Each maps to roadmap phases.
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### Infrastructure
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- [ ] **INFRA-01**: Application runs as a single Docker container
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- [ ] **INFRA-02**: Application has minimal runtime dependencies (no Node.js, no external DB)
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- [x] **INFRA-02**: Application has minimal runtime dependencies (no Node.js, no external DB)
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## v2 Requirements
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@@ -84,7 +84,7 @@ Which phases cover which requirements. Updated during roadmap creation.
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| Requirement | Phase | Status |
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|-------------|-------|--------|
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| INFRA-01 | Phase 1 | Pending |
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| INFRA-02 | Phase 1 | Pending |
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| INFRA-02 | Phase 1 | Complete |
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| DRV-01 | Phase 2 | Pending |
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| DRV-02 | Phase 2 | Pending |
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| DRV-03 | Phase 2 | Pending |
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@@ -108,7 +108,7 @@ Phases execute in numeric order: 1 → 2 → 3 → 4 → 5
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| Phase | Plans Complete | Status | Completed |
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|-------|----------------|--------|-----------|
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| 1. Foundation | 0/3 | Not started | - |
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| 1. Foundation | 1/3 | In Progress| |
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| 2. Driver Management | 0/3 | Not started | - |
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| 3. Printer Configuration | 0/3 | Not started | - |
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| 4. Script Generation | 0/3 | Not started | - |
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+10
-7
@@ -3,14 +3,14 @@ gsd_state_version: 1.0
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milestone: v1.0
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milestone_name: milestone
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status: planning
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stopped_at: Phase 1 context gathered
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last_updated: "2026-04-10T08:56:16.637Z"
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stopped_at: Completed 01-03-PLAN.md
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last_updated: "2026-04-10T09:26:32.100Z"
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last_activity: 2026-04-10 — Roadmap created, 5 phases derived from 27 requirements
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progress:
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total_phases: 5
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completed_phases: 0
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total_plans: 0
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completed_plans: 0
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total_plans: 3
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completed_plans: 1
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percent: 0
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---
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@@ -50,6 +50,7 @@ Progress: [░░░░░░░░░░] 0%
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- Trend: -
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*Updated after each plan completion*
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| Phase 01 P03 | 7 | 1 tasks | 4 files |
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## Accumulated Context
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@@ -60,6 +61,8 @@ Recent decisions affecting current work:
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- Phase 1: .intunewin reimplemented natively in Python (IntuneWinAppUtil.exe is a Windows PE binary, cannot run in Linux container)
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- Phase 1: Stack is Python 3.12 + FastAPI + Jinja2 + HTMX + SQLite + pycryptodome
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- [Phase 01]: IV is 16 bytes for .intunewin AES-256-CBC (not 32 as documented in STACK.md — corrected from RESEARCH.md)
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- [Phase 01]: Inner .intunewin ZIP uses DEFLATE compression; outer ZIP uses STORED (matches C# reference implementation)
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### Pending Todos
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@@ -72,6 +75,6 @@ None yet.
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## Session Continuity
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Last session: 2026-04-10T08:56:16.634Z
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Stopped at: Phase 1 context gathered
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Resume file: .planning/phases/01-foundation/01-CONTEXT.md
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Last session: 2026-04-10T09:26:23.280Z
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Stopped at: Completed 01-03-PLAN.md
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Resume file: None
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@@ -0,0 +1,118 @@
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---
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phase: 01-foundation
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plan: "03"
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subsystem: infra
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tags: [intunewin, pycryptodome, aes-256-cbc, hmac-sha256, python, zipfile]
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# Dependency graph
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requires: []
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provides:
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- "build_intunewin() function: Python-native .intunewin assembler using pycryptodome"
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- "14 byte-level validation tests for .intunewin format compliance"
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- "Verified encrypted blob layout: HMAC(32) + IV(16) + AES-256-CBC ciphertext"
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- "Detection.xml schema with all 8 EncryptionInfo sub-elements and correct namespace"
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affects:
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- "05-export (uses build_intunewin directly for Intune package generation)"
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# Tech tracking
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tech-stack:
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added:
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- "pycryptodome 3.20.x — AES-256-CBC encryption and PKCS7 padding"
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- "pytest — test runner (already required)"
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patterns:
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- "TDD: failing tests committed first, then implementation"
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- "Encrypted blob layout: HMAC(32) + IV(16) + ciphertext (AES-256-CBC)"
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- "Inner ZIP uses DEFLATE; outer ZIP uses STORED (no double-compression of encrypted content)"
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- "All crypto values in Detection.xml use standard base64 encoding"
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key-files:
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created:
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- "imptune/generators/intunewin_builder.py"
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- "imptune/generators/__init__.py"
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- "tests/test_intunewin.py"
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- "tests/__init__.py"
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modified: []
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key-decisions:
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- "IV is 16 bytes (not 32) — corrected from STACK.md documentation error; aligns with AES standard and svrooij.io verification"
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- "MacKey is 32 bytes — same size as EncryptionKey, consistent with SvRooij.ContentPrep behavior"
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- "Inner ZIP uses DEFLATE compression (matches C# reference implementation .NET default)"
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- "Real Intune upload validation deferred to Phase 5 gate — local byte-level tests are necessary but not sufficient"
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patterns-established:
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- "Pattern: .intunewin encrypted blob = HMAC-SHA256(32) + IV(16) + AES-256-CBC-ciphertext"
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- "Pattern: build_intunewin(source_dir, setup_file, output_path) is the public API"
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- "Pattern: All crypto roundtrip tests in test_intunewin.py verify encrypt-then-decrypt recovers original files"
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requirements-completed:
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- INFRA-02
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# Metrics
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duration: 7min
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completed: 2026-04-10
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---
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# Phase 1 Plan 03: .intunewin Builder Summary
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**Python-native .intunewin assembler using pycryptodome: AES-256-CBC encryption with HMAC-SHA256, producing the exact 48-byte header + ciphertext blob layout that Intune expects**
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## Performance
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- **Duration:** ~7 min
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- **Started:** 2026-04-10T09:23:18Z
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- **Completed:** 2026-04-10T09:25:32Z
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- **Tasks:** 1 (TDD: RED + GREEN commits)
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- **Files modified:** 4
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## Accomplishments
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- Implemented `build_intunewin(source_dir, setup_file, output_path)` as a standalone Python module requiring no external binary (INFRA-02)
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- All 14 byte-level tests pass: outer ZIP structure, Detection.xml schema, IV/key sizes, HMAC-SHA256 verification, AES-256-CBC decryption roundtrip, file digest validation
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- Confirmed critical RESEARCH.md correction: IV is 16 bytes (not 32 as incorrectly documented in STACK.md)
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- Highest-risk unknown in Phase 1 is now validated at the byte-level; only a real Intune tenant upload remains outstanding
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## Task Commits
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Each task was committed atomically using TDD:
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1. **RED — Failing tests** - `4d455e7` (test)
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2. **GREEN — Implementation** - `25f82e6` (feat)
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_TDD spike: failing tests committed first (RED), then implementation to pass (GREEN)._
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## Files Created/Modified
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- `imptune/generators/intunewin_builder.py` — build_intunewin() function, 111 lines, standalone module with no web framework dependency
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- `imptune/generators/__init__.py` — generators package marker
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- `tests/test_intunewin.py` — 14 byte-level tests organized into 4 test classes
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- `tests/__init__.py` — tests package marker
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## Decisions Made
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- **IV is 16 bytes:** STACK.md stated 32 bytes — this is a documentation error. AES block size is always 16 bytes. pycryptodome raises `ValueError: IV must be 16 bytes long` with 32-byte IV. Implementation uses `os.urandom(16)`.
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- **MacKey is 32 bytes:** svrooij articles do not specify exact MacKey size; chose 32 bytes (same as EncryptionKey) consistent with SvRooij.ContentPrep source behavior.
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- **Inner ZIP uses DEFLATE:** Matches the C# reference implementation (.NET `ZipArchive` default). The conflicting "no compression" WebSearch result was treated as low-confidence (tertiary source); DEFLATE will be confirmed/corrected in the Phase 5 real Intune upload gate.
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- **Real Intune validation deferred:** Pitfall 5 from RESEARCH.md is explicitly acknowledged — local byte-level tests confirm format structure, but the definitive validation requires a real Intune tenant upload in Phase 5.
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## Deviations from Plan
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None - plan executed exactly as written.
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## Issues Encountered
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None — all crypto operations succeeded on first implementation. pycryptodome correctly enforced 16-byte IV constraint (which would have caught the STACK.md documentation error if it had been used with 32 bytes).
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## User Setup Required
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None — no external service configuration required. The `.intunewin` format validation against a real Intune tenant is a manual gate in Phase 5, not a configuration step.
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## Next Phase Readiness
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- `build_intunewin()` is ready for use in Phase 5 (package export)
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- Module is standalone — no dependency on FastAPI, SQLite, or any web framework
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- Outstanding concern: byte-level format confidence is MEDIUM until a real Intune tenant upload confirms acceptance
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- Blocker for Phase 5 only: access to a real Intune tenant for upload testing
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---
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*Phase: 01-foundation*
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*Completed: 2026-04-10*
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