# OBO e2e harnesses — single-credential MCP token minting (`auth_type=oauth_obo`)

Manual test harnesses for the `oauth_obo` feature (issue #551). They exercise
the **real** Turnstone mint path (`get_obo_access_token_classified` →
`_obo_mint_entra` / `_obo_mint_rfc8693`) against a real identity provider — not
mocks, not the unit suite. Two grant legs:

- **Entra** (`entra_e2e.py`) — real tenant, one interactive sign-in.
- **Keycloak / RFC 8693** (`keycloak_e2e.py` + `.sh`) — ephemeral docker, fully
  headless.

There is also `entra_spike.py` (raw-OAuth **wire** probe, pre-implementation
reference) and `entra_setup.sh` (creates the Entra app registrations + writes a
populated `.env`).

**Secrets:** these read config from env. Real credentials live in a **gitignored
`.env`** (copy `.env.example`); nothing tenant-specific is committed. The only
literal secret in the tree is the ephemeral Keycloak container's throwaway
`spike-secret`, which lives and dies with the container.

Not part of CI — run by hand when validating the feature against a live IdP.

## `entra_e2e.py` — end-to-end product exercise (post-implementation)

`entra_spike.py` verified the raw OAuth WIRE (before code existed). `entra_e2e.py`
verifies the SHIPPED Turnstone code: it does a real Entra login, feeds the
credential through the real `MCPTokenStore.upsert_oidc_credential` (the call the
OIDC callback makes on capture), then drives the real
`get_obo_access_token_classified` → `_obo_mint_entra` against the live Entra token
endpoint. Checks E1–E7: real mint + aud claim, cache-hit (0 Entra calls),
single-credential→audiences A&B, rotation write-back, force_refresh re-mint,
unconsented-audience classification with the credential surviving, and
flush→re-mint. Reuses the same `.env` and interactive login (SPIKE_CALLBACK_FILE
for remote browser).

```bash
source scripts/obo-e2e/.env
uv run python scripts/obo-e2e/entra_e2e.py
# one interactive sign-in; E1–E7 then run against the real product code. Results below.
```

Results — RUN 2026-07-12 on the real tenant, ALL VERIFIED (exit 0): capture
persisted; E1 mint A (aud=A app-id, cache row refresh_token_ct NULL); E2 cache
hit (0 extra Entra calls); E3 mint B from the SAME credential (aud=B app-id); E4
rotation write-back (RT rotated 2040→2091 chars, newest persisted); E5
force_refresh re-mint (1 Entra call); E6 unconsented C → refresh_failed and the
credential SURVIVES; E7 flush→re-mint. The real `get_obo_access_token_classified`
→ `_obo_mint_entra` path against the live Entra token endpoint.

## `keycloak_e2e.py` + `keycloak_e2e.sh` — OSS path (RFC 8693), headless

The rfc8693 equivalent of `entra_e2e.py`: `keycloak_e2e.sh` spins up ephemeral
Keycloak, configures the realm (turnstone client with standard token exchange,
mcp-a/b/c clients, aud-mcp-a/b audience scopes, a test user), runs the harness
against the real `get_obo_access_token_classified` → `_obo_mint_rfc8693`
(refresh grant → token exchange), then tears down. No browser (password grant).

```bash
./scripts/obo-e2e/keycloak_e2e.sh
```

Results — RUN 2026-07-12, ALL VERIFIED: capture persisted; E1 mint A
(refresh→exchange, aud=mcp-a, cache row refresh_token_ct NULL); E2 cache hit (0
extra KC calls); E3 mint B from the SAME credential (aud=mcp-b); E4 rotation
write-back (KC rotated the RT on the refresh leg, newest persisted); E5
force_refresh re-mint (**2 KC calls** = the two-leg chain); E6 unconsented C →
refresh_failed_transient (KC returns invalid_request for a missing audience
scope → classified transient; credential SURVIVES either way); E7 flush→re-mint.
Gotcha: dev-mode Keycloak boot is slow on a loaded host — the script now waits on
kcadm auth (up to ~6 min) rather than a fixed sleep. Port 8091 (8090 = the dev
console).

## Leg 1 — Entra (`entra_spike.py`) — NEEDS TENANT ACCESS

### Tenant / app-registration setup (one-time, ~15 min)

1. **Spike client app** (stands in for Turnstone's OIDC app registration):
   - New app registration, single tenant. Platform **Web**, redirect URI
     `http://localhost:8765/callback`. Create a **client secret**.
2. **Two resource apps** (stand in for MCP servers A and B):
   - New app registrations `spike-mcp-a`, `spike-mcp-b`. In each:
     **Expose an API** → set Application ID URI (`api://<guid>`) → add a scope
     (e.g. `mcp.access`).
3. **Delegated grants** (this is metaclassing's "proper tenant and app reg setup"):
   - On the spike client app → **API permissions** → add delegated permission to
     `spike-mcp-a` and `spike-mcp-b` scopes → **Grant admin consent**.
   - Optionally also add the spike client's app id to each resource app's
     `preAuthorizedApplications` (Expose an API → Add a client application) to
     compare against pure admin consent.
4. **Unconsented control** (for V5): a third resource app `spike-mcp-c` with an
   exposed API but NO permission granted to the spike client.

### Run

```bash
export ENTRA_TENANT_ID=... ENTRA_CLIENT_ID=... ENTRA_CLIENT_SECRET=...
export SPIKE_AUDIENCE_A=api://<a-guid> SPIKE_AUDIENCE_B=api://<b-guid>
export SPIKE_AUDIENCE_UNCONSENTED=api://<c-guid>   # optional (V5)
export SPIKE_RUN_OBO=1                              # optional (V6)
uv run python scripts/obo-e2e/entra_spike.py
```

A browser opens for one interactive login (any tenant user). Everything after is
non-interactive — that IS the feature.

### What each check pins down

| Check | Design assumption it verifies |
| --- | --- |
| V1 | `offline_access` on the login yields a client-bound RT (capture layer) |
| V2/V3 | ONE RT redeems for access tokens of DIFFERENT audiences (`scope=<aud>/.default`) — the load-bearing Entra behavior |
| V4 | rotation semantics → whether RT write-back on every mint is convenience or correctness-critical |
| V5 | unconsented audience fails `AADSTS65001 consent_required` → maps to the reconnect-rail fallback, never a silent failure |
| V6 | OBO jwt-bearer middle-tier variant works with the same app registration (comparison data only) |

Also record (manual): whether Conditional Access / MFA policies in the tenant
produce `interaction_required` on redemption — that's the fallback path's other
trigger.

### Results — RUN 2026-07-11 on a real tenant, ALL SIX VERIFIED

Tenant: personal default directory (Global Admin), user is an MSA member.
Setup via `entra_setup.sh setup`; V3 initially failed (see gotcha below),
passed after fixing the grant. Second run: V1-V6 all VERIFIED, exit 0.

| Check | Result |
| --- | --- |
| V1 offline_access login -> RT | VERIFIED (confidential client + PKCE, RT ~2KB) |
| V2 RT -> audience A token | VERIFIED (`aud=<A app guid>`, ~70 min TTL, new RT returned) |
| V3 SAME RT -> audience B token | **VERIFIED — the load-bearing claim: one RT, many audiences** |
| V4 rotation | VERIFIED: RT rotates on every redemption, but the OLD RT stays valid (reuse HTTP 200) -> write-back-newest is required; races are benign on Entra |
| V5 unconsented audience | VERIFIED: `invalid_grant` + `AADSTS65001` (error_codes=[65001]) -> clean mapping to the reconnect-rail fallback |
| V6 OBO jwt-bearer variant | VERIFIED: middle-tier shape also works with the same app registration |

**Operator gotcha (feeds #682 + product docs):** `az ad app permission
admin-consent` run immediately after SP creation SILENTLY skips
not-yet-propagated resource SPs — grant A landed, grant B didn't, and the only
symptom was AADSTS65001 at redemption. Verify grants after consent
(`oauth2PermissionGrants` filter on the client SP) or write them directly with
`az ad app permission grant --id <client> --api <resource> --scope <scope>`.
Product-side implication: a missing tenant grant for a NEW oauth_obo server
surfaces as AADSTS65001 -> the same reconnect-rail path as revocation; the
admin docs must say "grant first, then add the server".

## Leg 2 — Keycloak RFC 8693 (portability check) — runnable locally

Ephemeral `quay.io/keycloak/keycloak:26.3` (`start-dev`, port 8089), realm
`spike`, confidential client `turnstone` with **standard token exchange**
enabled, resource clients `mcp-a`/`mcp-b`, user `alice`. Pipeline mirrors the
product design for a generic-8693 IdP:

```
stored user RT --(refresh grant)--> user AT --(RFC 8693 exchange, audience=mcp-X)--> audience-scoped AT
```

i.e. the per-user credential stays ONE refresh token; per-server tokens are
minted via standard token exchange instead of Entra's multi-resource RT
redemption. Same substrate, different grant leg.

### Results — RUN 2026-07-11, VERIFIED (Keycloak 26.3, ephemeral)

```
alice ONE stored RT
  -> refresh grant                      -> user AT (azp=turnstone); RT ROTATED on refresh
  -> 8693 exchange audience=mcp-a scope=aud-mcp-a -> AT aud=mcp-a user=alice 300s, NO RT
  -> 8693 exchange audience=mcp-b scope=aud-mcp-b -> AT aud=mcp-b (same subject AT)
  negative control audience=mcp-c       -> invalid_client "Audience not found"
```

Findings that feed the design:
1. **One per-user credential -> N audience tokens: VERIFIED on a second IdP.**
   The substrate is portable; only the grant leg differs per IdP.
2. **Exchanged tokens are cache-shaped** (short TTL, no RT) — per-server
   `mcp_user_tokens` rows as short-lived mint cache is the right model.
3. **RT rotation happens here too** — newest-RT write-back on every redemption
   is a correctness requirement of the capture layer, not an Entra quirk.
4. **The IdP-side "delegated grant" has a per-IdP shape**: Entra = API
   permissions + admin consent; Keycloak = audience client scopes attached to
   the requester client (optional scopes activate via `scope=` at exchange).
   Operator runbooks are per-IdP (#682 pattern), code is not.
5. Gotchas hit: KC user needs a complete profile for direct grant ("Account is
   not fully set up"); optional audience scope must be requested explicitly or
   the exchange 400s with "Requested audience not available".

Repro (ephemeral, ~2 min):

```bash
docker run -d --name kc-obo-spike -p 127.0.0.1:8089:8080 \
  -e KC_BOOTSTRAP_ADMIN_USERNAME=admin -e KC_BOOTSTRAP_ADMIN_PASSWORD=admin \
  quay.io/keycloak/keycloak:26.3 start-dev
KC="docker exec kc-obo-spike /opt/keycloak/bin/kcadm.sh"
$KC config credentials --server http://localhost:8080 --realm master --user admin --password admin
$KC create realms -s realm=spike -s enabled=true
$KC create clients -r spike -s clientId=turnstone -s enabled=true -s publicClient=false \
  -s secret=spike-secret -s directAccessGrantsEnabled=true \
  -s 'attributes={"standard.token.exchange.enabled":"true"}'
$KC create clients -r spike -s clientId=mcp-a -s enabled=true -s publicClient=false -s secret=x
$KC create clients -r spike -s clientId=mcp-b -s enabled=true -s publicClient=false -s secret=x
$KC create users -r spike -s username=alice -s enabled=true -s email=a@s.test \
  -s emailVerified=true -s firstName=A -s lastName=S
$KC set-password -r spike --username alice --new-password alice-pw
TURNSTONE_UUID=$($KC get clients -r spike -q clientId=turnstone --fields id --format csv --noquotes)
for t in mcp-a mcp-b; do
  SID=$($KC create client-scopes -r spike -s name=aud-$t -s protocol=openid-connect -i)
  $KC create client-scopes/$SID/protocol-mappers/models -r spike -s name=aud-$t \
    -s protocol=openid-connect -s protocolMapper=oidc-audience-mapper \
    -s "config={\"included.client.audience\":\"$t\",\"access.token.claim\":\"true\"}"
  $KC update clients/$TURNSTONE_UUID/optional-client-scopes/$SID -r spike
done
# then: password grant -> refresh grant -> token-exchange with
# grant_type=urn:ietf:params:oauth:grant-type:token-exchange,
# subject_token=<user AT>, subject_token_type=...:access_token,
# audience=mcp-a, scope=aud-mcp-a
```