docker push Fails Post Update v4.36.0 - server message: insufficient_scope: authorization failed

[davidchinton]

Description

Following an update to docker-desktop 4.36.0 (175267) for Windows docker push fails for owned project container registry in self-managed GitLab (v17.5.0-ee)

Not an issue with self-managed GitLab v17.4.1-ee

Reproduce

1. Start Docker Desktop
2. docker login registry.<...> (Login Succeeded)
3. docker push registry.<...>/<image>:<version> ( ... <version>: digest :sha256:<...>)
4. Update from docker desktop 4.35.x(x?=3) to 4.36.0 (175267)
5. Start Docker Desktop
6. docker login registry.<...> (Login Succeeded)
7. docker tag registry.<...>/<image>:<version> registry.<...>/<image>:<version>-post-4.36.0-update
8. docker push registry.<...>/<image>:<version>-post-4.36.0-update (server message: insufficient_scope: authorization failed)

Note that adding -post-4.36.0-update suffix to the version is not required, same result if docker push registry.<...>/<image>:<version is executed in place of steps 7+8.

Expected behavior

docker push should successfully upload the container image.

docker version

Client:
 Version:           27.3.1
 API version:       1.47
 Go version:        go1.22.7
 Git commit:        ce12230
 Built:             Fri Sep 20 11:42:27 2024
 OS/Arch:           windows/amd64
 Context:           desktop-linux

Server: Docker Desktop 4.36.0 (175267)
 Engine:
  Version:          27.3.1
  API version:      1.47 (minimum version 1.24)
  Go version:       go1.22.7
  Git commit:       41ca978
  Built:            Fri Sep 20 11:41:11 2024
  OS/Arch:          linux/amd64
  Experimental:     false
 containerd:
  Version:          1.7.21
  GitCommit:        472731909fa34bd7bc9c087e4c27943f9835f111
 runc:
  Version:          1.1.13
  GitCommit:        v1.1.13-0-g58aa920
 docker-init:
  Version:          0.19.0
  GitCommit:        de40ad0

docker info

Client:
 Version:    27.3.1
 Context:    desktop-linux
 Debug Mode: false
 Plugins:
  ai: Ask Gordon - Docker Agent (Docker Inc.)
    Version:  v0.1.0
    Path:     C:\Program Files\Docker\cli-plugins\docker-ai.exe
  buildx: Docker Buildx (Docker Inc.)
    Version:  v0.18.0-desktop.2
    Path:     C:\Program Files\Docker\cli-plugins\docker-buildx.exe
  compose: Docker Compose (Docker Inc.)
    Version:  v2.30.3-desktop.1
    Path:     C:\Program Files\Docker\cli-plugins\docker-compose.exe
  debug: Get a shell into any image or container (Docker Inc.)
    Version:  0.0.37
    Path:     C:\Program Files\Docker\cli-plugins\docker-debug.exe
  desktop: Docker Desktop commands (Alpha) (Docker Inc.)
    Version:  v0.0.15
    Path:     C:\Program Files\Docker\cli-plugins\docker-desktop.exe
  dev: Docker Dev Environments (Docker Inc.)
    Version:  v0.1.2
    Path:     C:\Program Files\Docker\cli-plugins\docker-dev.exe
  extension: Manages Docker extensions (Docker Inc.)
    Version:  v0.2.27
    Path:     C:\Program Files\Docker\cli-plugins\docker-extension.exe
  feedback: Provide feedback, right in your terminal! (Docker Inc.)
    Version:  v1.0.5
    Path:     C:\Program Files\Docker\cli-plugins\docker-feedback.exe
  init: Creates Docker-related starter files for your project (Docker Inc.)
    Version:  v1.4.0
    Path:     C:\Program Files\Docker\cli-plugins\docker-init.exe
  sbom: View the packaged-based Software Bill Of Materials (SBOM) for an image (Anchore Inc.)
    Version:  0.6.0
    Path:     C:\Program Files\Docker\cli-plugins\docker-sbom.exe
  scout: Docker Scout (Docker Inc.)
    Version:  v1.15.0
    Path:     C:\Program Files\Docker\cli-plugins\docker-scout.exe

Server:
 Containers: 0
  Running: 0
  Paused: 0
  Stopped: 0
 Images: 3
 Server Version: 27.3.1
 Storage Driver: overlayfs
  driver-type: io.containerd.snapshotter.v1
 Logging Driver: json-file
 Cgroup Driver: cgroupfs
 Cgroup Version: 1
 Plugins:
  Volume: local
  Network: bridge host ipvlan macvlan null overlay
  Log: awslogs fluentd gcplogs gelf journald json-file local splunk syslog
 Swarm: inactive
 Runtimes: nvidia runc io.containerd.runc.v2
 Default Runtime: runc
 Init Binary: docker-init
 containerd version: 472731909fa34bd7bc9c087e4c27943f9835f111
 runc version: v1.1.13-0-g58aa920
 init version: de40ad0
 Security Options:
  seccomp
   Profile: unconfined
 Kernel Version: 5.15.153.1-microsoft-standard-WSL2
 Operating System: Docker Desktop
 OSType: linux
 Architecture: x86_64
 CPUs: 18
 Total Memory: 15.47GiB
 Name: docker-desktop
 ID: 7d6989b6-9502-45ba-802a-93883413065d
 Docker Root Dir: /var/lib/docker
 Debug Mode: false
 HTTP Proxy: http.docker.internal:3128
 HTTPS Proxy: http.docker.internal:3128
 No Proxy: hubproxy.docker.internal
 Labels:
  com.docker.desktop.address=npipe://\\.\pipe\docker_cli
 Experimental: false
 Insecure Registries:
  hubproxy.docker.internal:5555
  127.0.0.0/8
 Live Restore Enabled: false

WARNING: No blkio throttle.read_bps_device support
WARNING: No blkio throttle.write_bps_device support
WARNING: No blkio throttle.read_iops_device support
WARNING: No blkio throttle.write_iops_device support
WARNING: daemon is not using the default seccomp profile

Diagnostics ID

B8F93EA5-975F-4E7D-BAA6-2925656DC6A3/20241127192157

Additional Info

Originally observed when updating to 4.36.0 from latest 4.35 install (can't remember patch - I think 4.35.3).

I had the local installer for 4.34.3, so uninstalled 4.36.0 and reinstalled 4.34.3. docker push was successful at this point. Went ahead and updated to 4.36.0 again from there using Docker Desktop UI.

After updating from 4.34.3 to 4.36.0 the error no longer occurred.