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Claude sandbox: apiKeyHelper "proxy-managed" breaks OAuth authentication (Pro/Max plans) #7842

@markuswahl-2

Description

@markuswahl-2

Description

Description

When using Claude Code inside a Docker sandbox with a Pro or Max subscription (OAuth authentication), users get an "Invalid bearer token" error even after a successful /login.

Root Cause

The sandbox plugin sets apiKeyHelper: "echo proxy-managed" in ~/.claude/settings.json inside the VM, which causes Claude Code to use the literal string "proxy-managed" as the bearer
token instead of the OAuth credentials stored in ~/.claude/.credentials.json.

From the binary (strings ~/.docker/cli-plugins/docker-sandbox output):
"apiKeyHelper": "echo proxy-managed",

  • If host has credentials: use apiKeyHelper="echo proxy-managed" for proxy injection

  • If no host credentials: omit apiKeyHelper so Claude Code prompts for /login

The issue is that OAuth credentials (Pro/Max subscription logins) are not detected as "host credentials", so the plugin incorrectly injects apiKeyHelper when it shouldn't.

Workaround

Inside the sandbox, remove the apiKeyHelper line:

docker sandbox exec -it <sandbox-name> bash                                                                                                                                                 
sed -i '/"apiKeyHelper"/d' ~/.claude/settings.json                                                                                                                                          
claude                                                                                                                                                                                      
                                                                                                                                                                                            
Environment                                                                                                                                                                                 
                                                                                                                                                                                            
- Docker sandbox plugin: v0.9.0                                                                                                                                                             
- Claude Code: 2.1.25                                                                                                                                                                       
- Host: macOS                                                                                                                                                                               
- Sandbox: Ubuntu 25.10                                                                                                                                                                     
                                                                                                                                                                                            
Related Issues                                                                                                                                                                              
                                                                                                                                                                                            
- #7827 - Credentials lost after docker sandbox rm                                                                                                                                          
- #7822 - Re-auth on new worktree sessions           

### Reproduce

1. Ensure no `ANTHROPIC_API_KEY` is set on the host machine (using OAuth/Pro/Max instead)                                                                                                   
2. Run `docker sandbox run claude-<workspace>`                                                                                                                                              
3. Run `/login` and authenticate with your Claude account (shows "Login successful")                                                                                                        
4. Try any command (e.g., "hello")                                                                                                                                                          
5. Error: `API Error: 401 {"type":"error","error":{"type":"authentication_error","message":"Invalid bearer token"}}`       

### Expected behavior

_No response_

### docker version

```bash
Client:
Version:           29.1.5
API version:       1.52
Go version:        go1.25.6
Git commit:        0e6fee6
Built:             Fri Jan 16 12:47:44 2026
OS/Arch:           darwin/arm64
Context:           desktop-linux

Server: Docker Desktop 4.58.1 (217134)
Engine:
Version:          29.1.5
API version:      1.52 (minimum version 1.44)
Go version:       go1.25.6
Git commit:       3b01d64
Built:            Fri Jan 16 12:48:37 2026
OS/Arch:          linux/arm64
Experimental:     false
containerd:
Version:          v2.2.1
GitCommit:        dea7da592f5d1d2b7755e3a161be07f43fad8f75
runc:
Version:          1.3.4
GitCommit:        v1.3.4-0-gd6d73eb8
docker-init:
Version:          0.19.0
GitCommit:        de40ad0

docker info

Client:
 Version:    29.1.5
 Context:    desktop-linux
 Debug Mode: false
 Plugins:
  ai: Docker AI Agent - Ask Gordon (Docker Inc.)
    Version:  v1.17.1
    Path:     /Users/markus/.docker/cli-plugins/docker-ai
  buildx: Docker Buildx (Docker Inc.)
    Version:  v0.30.1-desktop.2
    Path:     /Users/markus/.docker/cli-plugins/docker-buildx
  compose: Docker Compose (Docker Inc.)
    Version:  v5.0.1
    Path:     /Users/markus/.docker/cli-plugins/docker-compose
  debug: Get a shell into any image or container (Docker Inc.)
    Version:  0.0.47
    Path:     /Users/markus/.docker/cli-plugins/docker-debug
  desktop: Docker Desktop commands (Docker Inc.)
    Version:  v0.2.0
    Path:     /Users/markus/.docker/cli-plugins/docker-desktop
  extension: Manages Docker extensions (Docker Inc.)
    Version:  v0.2.31
    Path:     /Users/markus/.docker/cli-plugins/docker-extension
  init: Creates Docker-related starter files for your project (Docker Inc.)
    Version:  v1.4.0
    Path:     /Users/markus/.docker/cli-plugins/docker-init
  mcp: Docker MCP Plugin (Docker Inc.)
    Version:  v0.35.0
    Path:     /Users/markus/.docker/cli-plugins/docker-mcp
  model: Docker Model Runner (Docker Inc.)
    Version:  v1.0.7
    Path:     /Users/markus/.docker/cli-plugins/docker-model
  offload: Docker Offload (Docker Inc.)
    Version:  v0.5.41
    Path:     /Users/markus/.docker/cli-plugins/docker-offload
  pass: Docker Pass Secrets Manager Plugin (beta) (Docker Inc.)
    Version:  v0.0.22
    Path:     /Users/markus/.docker/cli-plugins/docker-pass
  sandbox: Docker Sandbox (Docker Inc.)
    Version:  v0.9.0
    Path:     /Users/markus/.docker/cli-plugins/docker-sandbox
  sbom: View the packaged-based Software Bill Of Materials (SBOM) for an image (Anchore Inc.)
    Version:  0.6.0
    Path:     /Users/markus/.docker/cli-plugins/docker-sbom
  scout: Docker Scout (Docker Inc.)
    Version:  v1.19.0
    Path:     /Users/markus/.docker/cli-plugins/docker-scout

Server:
 Containers: 0
  Running: 0
  Paused: 0
  Stopped: 0
 Images: 3
 Server Version: 29.1.5
 Storage Driver: overlay2
  Backing Filesystem: extfs
  Supports d_type: true
  Using metacopy: false
  Native Overlay Diff: true
  userxattr: false
 Logging Driver: json-file
 Cgroup Driver: cgroupfs
 Cgroup Version: 2
 Plugins:
  Volume: local
  Network: bridge host ipvlan macvlan null overlay
  Log: awslogs fluentd gcplogs gelf journald json-file local splunk syslog
 CDI spec directories:
  /etc/cdi
  /var/run/cdi
 Swarm: inactive
 Runtimes: io.containerd.runc.v2 runc
 Default Runtime: runc
 Init Binary: docker-init
 containerd version: dea7da592f5d1d2b7755e3a161be07f43fad8f75
 runc version: v1.3.4-0-gd6d73eb8
 init version: de40ad0
 Security Options:
  seccomp
   Profile: builtin
  cgroupns
 Kernel Version: 6.12.65-linuxkit
 Operating System: Docker Desktop
 OSType: linux
 Architecture: aarch64
 CPUs: 10
 Total Memory: 7.653GiB
 Name: docker-desktop
 ID: de8960d3-1ab9-4030-9960-6600c3658634
 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=unix:///Users/markus/Library/Containers/com.docker.docker/Data/docker-cli.sock
 Experimental: false
 Insecure Registries:
  hubproxy.docker.internal:5555
  ::1/128
  127.0.0.0/8
 Live Restore Enabled: false

Diagnostics ID

515BE375-E7F9-413A-8CD3-C2050CB7D434/20260130155146

Additional Info

No response

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