IOS RDP Over SSH

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Zach Arguelles

April 24, 2018 04:34

I generated a key-pair in PuttyGen, converted to OpenSSH, and tried to authenticate to my SSH server with Jump, but it repeatedly asks me for a passphrase for the key even when there isn't one configured. I also have a key I tested with a passphrase, and even upon entering said passphrase, it fails to authenticate and repeatedly asks for the passphrase again.

I have tested the login through a normal SSH client so I assume it is the Jump client that is incorrectly processing the SSH key passphrase. I would really like to use RDP over SSH as I would much rather not expose RDP on my network - for now I can only use Fluid to connect.

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  Aaron Roydhouse December 23, 2018 04:58

  I have the same issue, Jump just keeps prompting for the pass phrase. The same key and pass phrase works fine in Shelly for the same host.

  Where can we view the ssh connection log?

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  Jump Desktop Support December 23, 2018 20:02

  Hi - can you check the very first line of the key? Does it start with: 

  -----BEGIN RSA PRIVATE KEY-----

  Thats what Jump requires. 

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  Gianluca Cassina February 26, 2023 19:30

  Hi,

  I've the same issue with iPad Pro, iPADOS 16.3.1 : I've configured rdp access with authorization type set to private key. I've tried:

  • An imported private key, with passphrase
  • A file private key, loaded via iTunes, with passphrase, putty key format
  • A file private key, loaded via iTunes, with passphrase, pem format

  I've configured Italian keyboard. The passphrase in each scenario isn't recognized

  When I imported key, it  stars s with

  -----BEGIN RSA PRIVATE KEY-----

  Proc-Type: 4,ENCRYPTED

  DEK-Info: DES-EDE3-CBC,4D1D8E6071094CAF

   

   

  I've also tried

  • An imported private key, without passphrase
  • A file private key, loaded via iTunes, without passphrase, putty key format
  • A file private key, loaded via iTunes, without passphrase, pem format

  When I imported key, it  stars s with

  -----BEGIN RSA PRIVATE KEY-----

  MIIEpgIBAAKCAQEAq9vIVpWtdRbhQEFuAMSq6iTss1uif9wu7lpF+qcuj0uSus4F

   Even if the passprhase isn't configured, at connection trial it is requested, and the connection fails.

  The same keys or files work on ssh connection on the same machine

  What could I check?

  Thanks

  Gianluca

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