certctl/deploy/test/libest/Dockerfile

# EST RFC 7030 hardening master bundle Phase 10.1 — libest sidecar.
#
# Multi-stage build of Cisco's libest reference client, used as the
# canonical RFC 7030 client for the certctl integration test suite.
#
# Source: https://github.com/cisco/libest (the upstream reference
# implementation; latest tag is r3.2.0 — verified via
# https://api.github.com/repos/cisco/libest/tags 2026-04-30. The
# protocol surface we exercise is stable RFC 7030). We build from
# source rather than pulling a published image because no official
# Cisco image exists on Docker Hub + reproducible offline-friendly
# builds need a pinned ref.
#
# Note: an earlier draft of this Dockerfile (commit 15da1f4) pinned
# LIBEST_REF=v3.2.0-2 — that ref does not exist upstream (cisco/libest
# tags do NOT use the `v` prefix and there is no `-2` patch suffix).
# The build silently broke until ci-pipeline-cleanup Phase 8's Docker
# build smoke surfaced it.
#
# The builder stage compiles libest + its OpenSSL dependency; the
# runtime stage carries only the compiled `estclient` binary +
# `openssl` + `bash` so the integration test (which docker-execs into
# the container) has a small, predictable surface.
#
# Build (from repo root):
#   docker build -f deploy/test/libest/Dockerfile -t certctl/libest:test .
#
# CI uses `docker compose --profile est-e2e build libest-client` to
# orchestrate the build alongside the rest of the test stack.

ARG LIBEST_REF=r3.2.0

# Why bullseye-slim and NOT bookworm-slim:
#
# libest r3.2.0 (last upstream commit 2020-07-06) was authored
# against OpenSSL 1.1.x and binutils ≤ 2.35. It does NOT build on
# OpenSSL 3.0 / binutils 2.36+ for three independent reasons surfaced
# by the ci-pipeline-cleanup Phase 8 Docker build smoke step:
#
#   1. `FIPS_mode` / `FIPS_mode_set` — removed in OpenSSL 3.0;
#      libest calls them in 5 places (est_client.c lines 3179, 3590,
#      3676; est_server.c line 3336; estclient.c line 1283).
#      Even libest `main` branch (last update 2024-07-12) still uses
#      these without OpenSSL-version guards.
#   2. `e_ctx_ssl_exdata_index` declared without `extern` in
#      est_locl.h:593 — multiple-definition error under the binutils
#      2.36+ default `-fno-common`. Fixed on libest main but not
#      backported to r3.2.0.
#   3. `ossl_dump_ssl_errors` duplicate symbol between libest and
#      example/client/utils.c — same `-fno-common` shape.
#
# debian:bullseye-slim ships:
#   - OpenSSL 1.1.1n — FIPS_mode/FIPS_mode_set present as expected
#   - binutils 2.35.2 — pre-`-fno-common` default; tolerates the
#     multiple-def shape libest was written under
#
# All three build errors vanish simultaneously. The earlier draft of
# this Dockerfile (commit 15da1f4 + 320ef73) used bookworm-slim and
# silently broke the build; ci-pipeline-cleanup Phase 8's Docker
# build smoke surfaced it.
#
# Bullseye support timeline: regular updates until 2026-08, LTS
# until 2028-08. The libest sidecar is a hermetic test-only fixture
# (not exposed to attackers, not shipped in production), so the
# OpenSSL 1.1.1 EOL (2023-09) is acceptable here. Production
# certctl images stay on bookworm-slim with OpenSSL 3.0.
#
# Bundle A / Audit H-001 (CWE-829): both FROM lines below pin
# debian:bullseye-slim to the immutable OCI image-index digest pulled
# 2026-04-30. To bump:
#   tok=$(curl -sS "https://auth.docker.io/token?service=registry.docker.io&scope=repository:library/debian:pull" | jq -r .token)
#   curl -sSI -H "Authorization: Bearer $tok" \
#     -H "Accept: application/vnd.docker.distribution.manifest.list.v2+json" \
#     "https://registry-1.docker.io/v2/library/debian/manifests/bullseye-slim" \
#     | grep -i 'docker-content-digest'
# Replace the @sha256:... portion on BOTH FROM lines.
FROM debian:bullseye-slim@sha256:1a4701c321b1d28b1ff5f0230e766791e4b79b1d4c6c7a70064f4b297b1a330f AS builder

ARG LIBEST_REF

# Build deps. We use the system openssl (1.1.1n in bullseye-slim) which
# is the same major version libest r3.2.0 was tested against. libest
# also wants libcurl + libsafec; we install both via apt rather than
# building from source for reproducibility.
RUN apt-get update && apt-get install --no-install-recommends -y \
        autoconf \
        automake \
        build-essential \
        ca-certificates \
        git \
        libcurl4-openssl-dev \
        libssl-dev \
        libtool \
        pkg-config \
    && rm -rf /var/lib/apt/lists/*

WORKDIR /src

RUN git clone --depth 1 --branch ${LIBEST_REF} https://github.com/cisco/libest.git . \
    && ./configure --prefix=/opt/libest --disable-shared --enable-static \
    && make -j"$(nproc)" \
    && make install

# Runtime stage. Carries only what we need to docker-exec estclient
# from the integration test: the compiled binary, the openssl CLI for
# CSR generation + cert parsing, and bash for the test's exec scripts.
#
# MUST be bullseye-slim — the estclient binary built in the builder
# stage dynamically links against libssl1.1 + libcrypto1.1 (OpenSSL
# 1.1.x ABI). bookworm-slim ships libssl3/libcrypto3 only — running
# the bullseye-built binary on a bookworm runtime fails at startup
# with "error while loading shared libraries: libssl.so.1.1".
# Pinned to the same digest as the builder above (Bundle A / H-001).
FROM debian:bullseye-slim@sha256:1a4701c321b1d28b1ff5f0230e766791e4b79b1d4c6c7a70064f4b297b1a330f

RUN apt-get update && apt-get install --no-install-recommends -y \
        bash \
        ca-certificates \
        curl \
        libcurl4 \
        libssl1.1 \
        openssl \
    && rm -rf /var/lib/apt/lists/* \
    && useradd --create-home --uid 1000 estuser

COPY --from=builder /opt/libest/bin/estclient /usr/local/bin/estclient

# /config/est is the working dir the integration test mounts; /config/certs
# carries certctl's CA bundle (./test/certs/ca.crt) for TLS pinning.
RUN mkdir -p /config/est /config/certs && chown -R estuser:estuser /config

USER estuser
WORKDIR /config/est

# Container stays alive so the integration test can docker-exec into
# it; matches the spec's `command: sleep infinity` directive.
CMD ["sleep", "infinity"]