Auth Flow

Sources: Claude Code Setup, API Key Management

MVP Status

AuthManager not implemented. MVP uses SetupWizard to collect credentials at runtime (no persistence). Credentials passed directly to IPC handlers.

Current flow: User enters keys in SetupWizard → passed to window.api.startRun() → injected into sandbox env vars.

---

The Problem

Claude Code requires browser-based OAuth authentication, but Daytona sandboxes are headless (no browser access).

Environment Variables

Variable	Description	Auth Method
ANTHROPIC_API_KEY	API key from console.anthropic.com	Pay-as-you-go API
CLAUDE_CODE_OAUTH_TOKEN	OAuth token from local auth	Subscription-based

Priority: ANTHROPIC_API_KEY overrides OAuth token if both are set.

Warning: Setting ANTHROPIC_API_KEY bypasses any subscription and charges to API pay-as-you-go rates.

Authentication Options for Sandboxes

Option 1: API Key (Recommended for Sandboxes)

Most reliable for headless environments.

1. Get API key from console.anthropic.com
2. Store securely (Electron safeStorage)
3. Inject as environment variable in sandbox:

const sandbox = await daytona.create({
  language: 'typescript',
  envVars: {
    ANTHROPIC_API_KEY: credentials.apiKey
  }
})

Pros: Simple, reliable, no OAuth complexity Cons: Pay-as-you-go pricing (no subscription usage)

Option 2: OAuth Token Transfer

Transfer OAuth credentials from authenticated local machine.

1. User authenticates locally: claude (opens browser)
2. Token stored at: ~/.config/claude-code/auth.json
3. User provides token to app
4. App injects as environment variable:

const sandbox = await daytona.create({
  language: 'typescript',
  envVars: {
    CLAUDE_CODE_OAUTH_TOKEN: credentials.oauthToken
  }
})

Pros: Uses subscription plan Cons: Token may expire, manual extraction needed

auth.json Location & Format

~/.config/claude-code/auth.json

The token is portable across machines (not IP/machine-bound).

Security: Treat like a password. Revoke immediately if compromised via Claude.ai account settings.

AuthManager Implementation

import { safeStorage } from 'electron'

interface Credentials {
  daytonaApiKey: string
  authMethod: 'api_key' | 'oauth_token'
  anthropicApiKey?: string
  claudeOAuthToken?: string
}

class AuthManager {
  private readonly STORAGE_KEY = 'multishot-credentials'

  async loadCredentials(): Promise<Credentials | null> {
    try {
      const encrypted = await this.readFromStorage()
      if (!encrypted) return null

      const decrypted = safeStorage.decryptString(encrypted)
      return JSON.parse(decrypted)
    } catch {
      return null
    }
  }

  async saveCredentials(credentials: Credentials): Promise<void> {
    const encrypted = safeStorage.encryptString(JSON.stringify(credentials))
    await this.writeToStorage(encrypted)
  }

  async validateApiKey(apiKey: string): Promise<boolean> {
    try {
      const response = await fetch('https://api.anthropic.com/v1/messages', {
        method: 'POST',
        headers: {
          'x-api-key': apiKey,
          'anthropic-version': '2023-06-01',
          'content-type': 'application/json'
        },
        body: JSON.stringify({
          model: 'claude-3-haiku-20240307',
          max_tokens: 1,
          messages: [{ role: 'user', content: 'hi' }]
        })
      })
      return response.ok || response.status === 400 // 400 = valid key, bad request
    } catch {
      return false
    }
  }

  async validateDaytonaKey(apiKey: string): Promise<boolean> {
    try {
      const { Daytona } = await import('@daytonaio/sdk')
      const daytona = new Daytona({ apiKey })
      await daytona.list({}, 1, 1) // Simple list call to verify
      return true
    } catch {
      return false
    }
  }

  getEnvVarsForSandbox(credentials: Credentials): Record<string, string> {
    if (credentials.authMethod === 'api_key' && credentials.anthropicApiKey) {
      return { ANTHROPIC_API_KEY: credentials.anthropicApiKey }
    }
    if (credentials.claudeOAuthToken) {
      return { CLAUDE_CODE_OAUTH_TOKEN: credentials.claudeOAuthToken }
    }
    return {}
  }

  async clearCredentials(): Promise<void> {
    await this.deleteFromStorage()
  }

  // Platform-specific storage methods
  private async readFromStorage(): Promise<Buffer | null> {
    // Implementation using electron-store or similar
  }

  private async writeToStorage(data: Buffer): Promise<void> {
    // Implementation
  }

  private async deleteFromStorage(): Promise<void> {
    // Implementation
  }
}

export const authManager = new AuthManager()

Setup Wizard Flow

┌─────────────────────────────────────────┐
│         Welcome to Multishot            │
│                                         │
│  Enter your Daytona API Key:            │
│  [____________________________________] │
│                                         │
│  Get key: app.daytona.io                │
└─────────────────────────────────────────┘
                    ↓
┌─────────────────────────────────────────┐
│       Claude Authentication             │
│                                         │
│  ○ API Key (recommended for sandboxes)  │
│    - Pay-as-you-go pricing              │
│    - Most reliable                      │
│                                         │
│  ○ OAuth Token                          │
│    - Uses subscription plan             │
│    - May require refresh                │
│                                         │
│  [Continue]                             │
└─────────────────────────────────────────┘
                    ↓
┌─────────────────────────────────────────┐
│   (If API Key selected)                 │
│                                         │
│  Anthropic API Key:                     │
│  [____________________________________] │
│                                         │
│  Get key: console.anthropic.com         │
│                                         │
│  [Validate & Save]                      │
└─────────────────────────────────────────┘
                    ↓
┌─────────────────────────────────────────┐
│   (If OAuth Token selected)             │
│                                         │
│  1. Run 'claude' locally to auth        │
│  2. Find token in:                      │
│     ~/.config/claude-code/auth.json     │
│  3. Paste token below:                  │
│                                         │
│  [____________________________________] │
│                                         │
│  [Validate & Save]                      │
└─────────────────────────────────────────┘

Credential Storage

Requirements:

• Never store plaintext credentials in database or files
• Use Electron's safeStorage API (OS keychain integration)
• Environment variables exist only during sandbox lifetime
• Redact credentials in logs

import { safeStorage } from 'electron'

// Check if encryption is available
if (safeStorage.isEncryptionAvailable()) {
  // Encrypt before storing
  const encrypted = safeStorage.encryptString(JSON.stringify(credentials))

  // Decrypt when reading
  const decrypted = safeStorage.decryptString(encrypted)
  const credentials = JSON.parse(decrypted)
}

Error Detection & Recovery

Watch for these patterns in sandbox output:

Error Pattern	Cause	Action
"Authentication failed"	Invalid credentials	Re-prompt setup wizard
"OAuth token has expired"	Token expired	Request new token
"Invalid API key"	Wrong or revoked key	Verify key in console
"Rate limit exceeded"	Too many requests	Back off, retry
"Auth conflict"	Both token and key set	Clear one method

function detectAuthError(output: string): 'expired' | 'invalid' | 'conflict' | null {
  if (output.includes('OAuth token has expired')) return 'expired'
  if (output.includes('Authentication failed')) return 'invalid'
  if (output.includes('Invalid API key')) return 'invalid'
  if (output.includes('Auth conflict')) return 'conflict'
  return null
}

// In IPC handler
sandbox.process.getSessionCommandLogs(session, cmdId,
  (stdout) => {
    const error = detectAuthError(stdout)
    if (error) {
      sendToRenderer('auth-error', { type: error })
    }
  },
  (stderr) => {
    const error = detectAuthError(stderr)
    if (error) {
      sendToRenderer('auth-error', { type: error })
    }
  }
)

Checking Auth Status

In interactive Claude Code:

/status

Shows current authentication method and account info.

Token Revocation

If credentials are compromised:

1. API Key: Revoke at console.anthropic.com → API Keys
2. OAuth Token: Revoke at claude.ai → Account Settings → Security → Active Sessions

Best Practices

1. Prefer API Key for sandbox/headless use - most reliable
2. Validate on entry - test credentials before saving
3. Handle expiry - OAuth tokens can expire, detect and prompt
4. Secure storage - always use safeStorage, never plaintext
5. Minimal scope - only request permissions needed
6. Clear on logout - remove credentials when user logs out