Test-SmtpSaslAuthBlob.psm1
<#
.Synopsis Diagnostic module for SMTP Sasl Auth Blob .Description Utility module for testing SMTP Sasl Auth Blob for common issues and misconfigurations. .Parameter EncodedAuthBlob Base64 encoded auth blob to test. .Example # Test an auth blob Test-SmtpSaslAuthBlob -EncodedAuthBlob 'dXNlcj1zb21ldXNlckBleGFtcGxlLmNvbQFhdXRoPUJlYXJlciB5YTI5LnZGOWRmdDRxbVRjMk52YjNSbGNrQmhkSFJoZG1semRHRXVZMjl0Q2cBAQ==' -Verbose AuthBlobUserName : someuser@example.com AuthBlobToken : dXNlcj1zb21ldXNlckBleGFtcGxlLmNvbQFhdXRoPUJlYXJlciB5YTI5LnZGOWRmdDRxbVRjMk52YjNSbGNrQmhkSFJoZG1semRHRXVZMjl0Q2cBAQ== OAuthTokenAudience : https://outlook.office.com OAuthTokenScopes : SMTP.Send OAuthTokenRoles : OAuthTokenUpn : someuser@example.com OAuthTokenExpirationUtc : 01/01/1970 12:00:00 AM ApplicationId : 9954180a-16f4-4683-aaaaaaaaaaaa AppDisplayName : My OAuth SMTP Application IsAuthBlobValid : True IsAuthTokenValid : True #> using module .\Utils.psm1 function Test-SmtpSaslAuthBlob() { [CmdletBinding()] param( [Parameter(Mandatory = $false, Position = 0)] [string]$EncodedAuthBlob ) $Script:BlobResult = [PSCustomObject] @{ AuthBlobUserName = $null AuthBlobToken = $null OAuthTokenAudience = $null OAuthTokenScopes = $null OAuthTokenRoles = $null OAuthTokenUpn = $null OAuthTokenExpirationUtc = $null ApplicationId = $null AppDisplayName = $null IsAuthBlobValid = $false IsAuthTokenValid = $false } # Write error if no auth blob is provided instead of making parameter mandatory. # Making it mandatory would truncate the string if user provided after execution if ([string]::IsNullOrEmpty($EncodedAuthBlob)) { Write-Error "AuthBlob is null or empty. Please supply a value to test." -ErrorAction Stop } $decodedAuthBlob = $null try { $decodedAuthBlob = DecodeBase64Value($EncodedAuthBlob) } catch { Write-Verbose "Failed to decode auth blob: $EncodedAuthBlob" Write-Error "AuthBlob is not valid base64 encoded string. Check your input and try again." -ErrorAction Stop } [char[]]$charArray = $decodedAuthBlob.ToCharArray() [int]$userIndex = $decodedAuthBlob.IndexOf("user=") [int]$authIndex = $decodedAuthBlob.IndexOf("auth=") [int]$bearerIndex = $decodedAuthBlob.IndexOf("Bearer ") [char]$ctrlA = [char]0x01 # Validate that auth blob is correctly formatted # Example: base64("user=" + userName + "^Aauth=Bearer " + accessToken + "^A^A") # ^A represents a Control + A (%x01) character # Check if 'user' is present at the beginning of the string if ($userIndex -ne 0) { Write-Verbose "Invalid Authblob. Expected 'user' at index 0. IndexOf('user='):$userIndex" Write-Error "Authblob is incorrectly formatted. User not found." -ErrorAction Stop } # Check if 'auth' is present after 'user' if ($authIndex -eq -1) { Write-Verbose "Invalid Authblob. 'auth' not found in auth blob." Write-Error "Authblob is incorrectly formatted. Auth not found." -ErrorAction Stop } # Check if 'Bearer' is present after 'auth' if ($bearerIndex -eq -1 -or $bearerIndex -lt $authIndex) { Write-Verbose "Invalid Authblob. 'Bearer' not found in auth blob or not in correct position. IndexOf('Bearer '):$bearerIndex" Write-Error "Authblob is incorrectly formatted. Bearer not found." -ErrorAction Stop } # Check if CTRL-A character is present before auth if ($charArray[$authIndex - 1] -ne $ctrlA) { $Script:BlobResult | Format-List $charHex = GetCharHexValue($charArray[$authIndex - 2]) Write-Verbose "Invalid Authblob. Expected ascii character 0x01 before 'auth' but found char '0x$charHex' at index '$authIndex'." Write-Error "Authblob is incorreclty formatted. Missing CTRL-A character." -ErrorAction Stop } # Check if CTRL-A is present at the end of the string if ($charArray[-1] -ne $ctrlA -and $charArray[-2] -ne $ctrlA) { $Script:BlobResult | Format-List Write-Verbose "Invalid Authblob. Expected ascii character 0x01 0x01 at end of string but found '$($charArray[-1])$($charArray[-2])'." Write-Error "Authblob is incorreclty formatted. Missing CTRL-A character." -ErrorAction Stop } $Script:BlobResult.AuthBlobUserName = $decodedAuthBlob.Substring($userIndex + 5, $authIndex - 6) $Script:BlobResult.AuthBlobToken = $decodedAuthBlob.Substring($authIndex + 5, $decodedAuthBlob.Length - $authIndex - 7).Replace("Bearer ", "") if ([string]::IsNullOrEmpty($Script:BlobResult.AuthBlobUserName)) { $Script:BlobResult | Format-List Write-Verbose "Found 'user' in auth blob but it contains no value." Write-Error "AuthBlob does not contain a user" -ErrorAction Stop } if ([string]::IsNullOrEmpty($Script:BlobResult.AuthBlobToken)) { $Script:BlobResult | Format-List Write-Verbose "Found 'auth' in auth blob but it contains no value." Write-Error "AuthBlob does not contain a token" -ErrorAction Stop } try { CheckAccessToken($Script:BlobResult.AuthBlobToken) } catch { $Script:BlobResult | Format-List Write-Error $_.Exception Write-Error "Token in auth blob is invalid." -ErrorAction Stop } # If we get here, we're good $Script:BlobResult.IsAuthBlobValid = $true return $Script:BlobResult } function CheckAccessToken($encodedToken) { if ([string]::IsNullOrEmpty($encodedToken)) { Write-Verbose "Token is null or empty. Skipping token verfication." $Script:BlobResult.IsAuthTokenValid = $false return } [bool]$tokenValid = $true [string]$decodedToken = $null [object]$token = $null [bool]$isAppAuth = $false [string[]]$tokenParts = $encodedToken.Split(".") # Token should have header, payload and signature if ($tokenParts.Count -ne 3 -or [string]::IsNullOrEmpty($tokenParts[0]) -or [string]::IsNullOrEmpty($tokenParts[1])) { throw "Invalid token. Token header or payload is null or empty." } # Can header and payload be decoded? Throws exception if not try { DecodeBase64Value($tokenParts[0]) | Out-Null $decodedToken = DecodeBase64Value($tokenParts[1]) $token = ConvertFrom-Json $decodedToken } catch { throw "Failed to decode authentication token or token is not valid JSON." } $Script:BlobResult.OAuthTokenAudience = $token.aud $Script:BlobResult.OAuthTokenUpn = $token.upn $Script:BlobResult.OAuthTokenScopes = $token.scp $Script:BlobResult.OAuthTokenRoles = $token.roles $Script:BlobResult.OAuthTokenExpirationUtc = [System.DateTimeOffSet]::FromUnixTimeSeconds($token.exp).UtcDateTime $Script:BlobResult.ApplicationId = $token.appid $Script:BlobResult.AppDisplayName = $token.app_displayname if (-not [string]::IsNullOrEmpty($token)) { # Check for correct audience claim if ($token.aud -ne "https://outlook.office365.com" -and $token.aud -ne "https://outlook.office.com") { $tokenValid = $false Write-Verbose "Unexpected audience claim. Expected 'https://outlook.office365.com' or 'https://outlook.office.com' but found '$($token.aud)'." Write-Warning "Authentication token contains an invalid audience claim for SMTP Client Submission." } # Likely client credential flow if UPN claim is null or empty if ([string]::IsNullOrEmpty($token.upn)) { $isAppAuth = $true Write-Verbose "UPN claim is null or empty." Write-Warning "Application authentication detected. UPN claim not found in token." } # If delegated permission check if upn in token matches username in auth blob # Token can be valid but must be for the same user as the auth blob if (-not $isAppAuth) { if ($token.upn -ne $Script:BlobResult.AuthBlobUserName) { $tokenValid = $false Write-Verbose "UPN claim in token does not match username in auth blob. UPN claim:'$($token.upn)' Username:'$($Script:BlobResult.AuthBlobUserName)'." Write-Warning "UPN in authentication token and AuthBlob do not match." } } # If using client credential flow check the roles claim if ($isAppAuth) { Write-Verbose "Checking roles claim for SMTP.SendAsApp permission." if ([string]::IsNullOrEmpty($token.roles)) { $tokenValid = $false Write-Verbose "Roles claim is null or empty." Write-Warning "Required permission for SMTP Client Submission not found in token." } else{ $permissions = $token.roles.Split() if (-not $permissions.Contains("SMTP.SendAsApp")) { $tokenValid = $false Write-Verbose "Invalid roles in token. Expected 'SMTP.SendAsApp' but found '$($token.roles)'." Write-Warning "Required permission for SMTP Client Submission not found in token." } } } # Else check the scopes claim else { Write-Verbose "Checking scopes claim for SMTP.Send permission." if ([string]::IsNullOrEmpty($token.scp)){ $tokenValid = $false Write-Verbose "Scopes claim is null or empty." Write-Warning "Required permission for SMTP Client Submission not found in token." } else{ $permissions = $token.scp.Split() if (-not $permissions.Contains("SMTP.Send")) { $tokenValid = $false Write-Verbose "Invalid scope in token. Expected 'SMTP.Send' but found '$($token.scp)'." Write-Warning "Required permission for SMTP Client Submission not found in token." } } } # Check if token is expired $currentDateTime = Get-Date if ($currentDateTime.ToUniversalTime() -gt $Script:BlobResult.OAuthTokenExpirationUtc) { $tokenValid = $false Write-Verbose "Token has expired. Token expiration date: '$($Script:BlobResult.OAuthTokenExpirationUtc)'. Current date: '$currentDateTime'." Write-Warning "Authentication token has expired." } } else { $tokenValid = $false } $Script:BlobResult.IsAuthTokenValid = $tokenValid } # SIG # Begin signature block # MIIm8wYJKoZIhvcNAQcCoIIm5DCCJuACAQExCzAJBgUrDgMCGgUAMGkGCisGAQQB # gjcCAQSgWzBZMDQGCisGAQQBgjcCAR4wJgIDAQAABBAfzDtgWUsITrck0sYpfvNR # AgEAAgEAAgEAAgEAAgEAMCEwCQYFKw4DAhoFAAQUO+DnV7wYo9flW50PDb/jE1gr # uGyggiCbMIIFjTCCBHWgAwIBAgIQDpsYjvnQLefv21DiCEAYWjANBgkqhkiG9w0B # AQwFADBlMQswCQYDVQQGEwJVUzEVMBMGA1UEChMMRGlnaUNlcnQgSW5jMRkwFwYD # VQQLExB3d3cuZGlnaWNlcnQuY29tMSQwIgYDVQQDExtEaWdpQ2VydCBBc3N1cmVk # IElEIFJvb3QgQ0EwHhcNMjIwODAxMDAwMDAwWhcNMzExMTA5MjM1OTU5WjBiMQsw # CQYDVQQGEwJVUzEVMBMGA1UEChMMRGlnaUNlcnQgSW5jMRkwFwYDVQQLExB3d3cu # ZGlnaWNlcnQuY29tMSEwHwYDVQQDExhEaWdpQ2VydCBUcnVzdGVkIFJvb3QgRzQw # ggIiMA0GCSqGSIb3DQEBAQUAA4ICDwAwggIKAoICAQC/5pBzaN675F1KPDAiMGkz # 7MKnJS7JIT3yithZwuEppz1Yq3aaza57G4QNxDAf8xukOBbrVsaXbR2rsnnyyhHS # 5F/WBTxSD1Ifxp4VpX6+n6lXFllVcq9ok3DCsrp1mWpzMpTREEQQLt+C8weE5nQ7 # bXHiLQwb7iDVySAdYyktzuxeTsiT+CFhmzTrBcZe7FsavOvJz82sNEBfsXpm7nfI # 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