[Bugfix] nightly Docker images crash with ImportError: AnthropicOutputConfig since May 28

docker/Dockerfile

@@ -548,9 +548,17 @@ RUN --mount=type=cache,target=/opt/uv/cache \
     fi && \
     python3 setup.py bdist_wheel --dist-dir=dist --py-limited-api=cp38
 
+# Record the wheel checksum so downstream stages can bust their layer cache
+# when the wheel changes, without copying the wheel itself into the image.
+RUN sha256sum dist/*.whl > dist/wheel.sha256
+
 # Copy extension wheels from extensions-build stage for later use
 COPY --from=extensions-build /tmp/ep_kernels_workspace/dist /tmp/ep_kernels_workspace/dist
 
+# Record the EP kernels wheel checksum for the same cache-busting purpose.
+RUN sha256sum /tmp/ep_kernels_workspace/dist/*.whl \
+    > /tmp/ep_kernels_workspace/dist/wheels.sha256
+
 # Check the size of the wheel if RUN_WHEEL_CHECK is true
 COPY .buildkite/check-wheel-size.py check-wheel-size.py
 # sync the default value with .buildkite/check-wheel-size.py
@@ -838,6 +846,11 @@ ARG PYTORCH_NIGHTLY
 # Install vLLM wheel first, so that torch etc will be installed.
 # Check whether to install torch nightly instead of release for this build.
 COPY --from=base /workspace/torch_lib_versions.txt torch_lib_versions.txt
+# Copy only the wheel checksum (a few bytes) so a wheel change invalidates this
+# install layer. The wheel itself is bind-mounted below and never enters the
+# image. Without this the bind mount is not part of the layer cache key, so a
+# warm BuildKit agent can skip the install and ship a stale wheel.
+COPY --from=build /workspace/dist/wheel.sha256 /tmp/vllm-wheel.sha256
 RUN --mount=type=bind,from=build,src=/workspace/dist,target=/vllm-workspace/dist \
     --mount=type=cache,target=/opt/uv/cache \
     if [ "${PYTORCH_NIGHTLY}" = "1" ]; then \
@@ -860,7 +873,10 @@ uv pip list
 # Pytorch now installs NVSHMEM, setting LD_LIBRARY_PATH
 ENV LD_LIBRARY_PATH=/usr/local/cuda/lib64:$LD_LIBRARY_PATH
 
-# Install EP kernels wheels (DeepEP) that have been built in the `build` stage
+# Install EP kernels wheels (DeepEP) that have been built in the `build` stage.
+# As with the vLLM wheel above, copy only the checksum to bust the layer cache
+# and bind-mount the wheel for the actual install to keep it out of the image.
+COPY --from=build /tmp/ep_kernels_workspace/dist/wheels.sha256 /tmp/ep-kernels-wheels.sha256
 RUN --mount=type=bind,from=build,src=/tmp/ep_kernels_workspace/dist,target=/vllm-workspace/ep_kernels/dist \
     --mount=type=cache,target=/opt/uv/cache \
     uv pip install --system ep_kernels/dist/*.whl --verbose \

tests/entrypoints/anthropic/test_protocol_exports.py

@@ -0,0 +1,50 @@
+# SPDX-License-Identifier: Apache-2.0
+# SPDX-FileCopyrightText: Copyright contributors to the vLLM project
+"""Regression tests for Anthropic protocol exports used by serving.
+
+Guards against Docker/nightly images shipping a stale protocol module that is
+missing symbols imported by ``vllm.entrypoints.anthropic.serving`` (issue #44759).
+"""
+
+import pytest
+
+from vllm.entrypoints.anthropic.protocol import (
+    AnthropicContentBlock,
+    AnthropicContextManagement,
+    AnthropicCountTokensRequest,
+    AnthropicCountTokensResponse,
+    AnthropicDelta,
+    AnthropicError,
+    AnthropicMessagesRequest,
+    AnthropicMessagesResponse,
+    AnthropicOutputConfig,
+    AnthropicStreamEvent,
+    AnthropicUsage,
+)
+
+pytestmark = pytest.mark.skip_global_cleanup
+
+SERVING_PROTOCOL_EXPORTS = (
+    AnthropicContentBlock,
+    AnthropicContextManagement,
+    AnthropicCountTokensRequest,
+    AnthropicCountTokensResponse,
+    AnthropicDelta,
+    AnthropicError,
+    AnthropicMessagesRequest,
+    AnthropicMessagesResponse,
+    AnthropicOutputConfig,
+    AnthropicStreamEvent,
+    AnthropicUsage,
+)
+
+
+def test_serving_protocol_exports_are_importable():
+    for export in SERVING_PROTOCOL_EXPORTS:
+        assert export is not None
+
+
+def test_anthropic_output_config_instantiation():
+    config = AnthropicOutputConfig()
+    assert config.effort is None
+    assert config.format is None