1. How To Configure SSH Keys Authentication With PuTTY And Linux Server In 5 Quick Steps. This tutorial explains how you can replace password-based SSH authentication with key-based authentication which is more secure because only the people that own the key can log in.
2. PuTTYgen is used to generate public or private key pair for creating SSH keys. Below is the complete guidance about how to generate RSA key in the Windows operating system: Once you install the PuTTY on your machine, you can easily run PuTTYgen. For the same, go to Windows - Start Menu - All Programs - PuTTY - PuTTYgen.

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With a secure shell (SSH) key pair, you can create virtual machines (VMs) in Azure that use SSH keys for authentication, eliminating the need for passwords to sign in. This article shows you how to quickly generate and use an SSH public-private key file pair for Linux VMs. You can complete these steps with the Azure Cloud Shell, a macOS or Linux host, the Windows Subsystem for Linux, and other tools that support OpenSSH.

How to convert ppk to SSH key using PuTTY Key Generator You won't be able to directly use your PuTTY 's key in Linux 's OpenSSH because the keys are of different format. You'll need to first convert PuTTY 's key to OpenSSH 's key format by following these steps. Sep 29, 2019  Overall, PuTTY Key Generator paves the way to secure SSH authentications by generating RSA or DSA keys with an adjustable size.

Note

VMs created using SSH keys are by default configured with passwords disabled, which greatly increases the difficulty of brute-force guessing attacks.

For more background and examples, see Detailed steps to create SSH key pairs.

For additional ways to generate and use SSH keys on a Windows computer, see How to use SSH keys with Windows on Azure.

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Supported SSH key formats

Azure currently supports SSH protocol 2 (SSH-2) RSA public-private key pairs with a minimum length of 2048 bits. Other key formats such as ED25519 and ECDSA are not supported.

Create an SSH key pair

Use the ssh-keygen command to generate SSH public and private key files. By default, these files are created in the ~/.ssh directory. You can specify a different location, and an optional password (passphrase) to access the private key file. If an SSH key pair with the same name exists in the given location, those files are overwritten.

The following command creates an SSH key pair using RSA encryption and a bit length of 4096:

If you use the Azure CLI to create your VM with the az vm create command, you can optionally generate SSH public and private key files using the --generate-ssh-keys option. The key files are stored in the ~/.ssh directory unless specified otherwise with the --ssh-dest-key-path option. The --generate-ssh-keys option will not overwrite existing key files, instead returning an error. In the following command, replace VMname and RGname with your own values:

Provide an SSH public key when deploying a VM

To create a Linux VM that uses SSH keys for authentication, specify your SSH public key when creating the VM using the Azure portal, Azure CLI, Azure Resource Manager templates, or other methods:

If you're not familiar with the format of an SSH public key, you can display your public key with the following cat command, replacing ~/.ssh/id_rsa.pub with the path and filename of your own public key file if needed:

A typical public key value looks like this example:

If you copy and paste the contents of the public key file to use in the Azure portal or a Resource Manager template, make sure you don't copy any trailing whitespace. To copy a public key in macOS, you can pipe the public key file to pbcopy. Similarly in Linux, you can pipe the public key file to programs such as xclip.

The public key that you place on your Linux VM in Azure is by default stored in ~/.ssh/id_rsa.pub, unless you specified a different location when you created the key pair. To use the Azure CLI 2.0 to create your VM with an existing public key, specify the value and optionally the location of this public key using the az vm create command with the --ssh-key-values option. In the following command, replace VMname, RGname, and keyFile with your own values:

If you want to use multiple SSH keys with your VM, you can enter them in a space-separated list, like this --ssh-key-values sshkey-desktop.pub sshkey-laptop.pub.

SSH into your VM

With the public key deployed on your Azure VM, and the private key on your local system, SSH into your VM using the IP address or DNS name of your VM. In the following command, replace azureuser and myvm.westus.cloudapp.azure.com with the administrator user name and the fully qualified domain name (or IP address):

If you specified a passphrase when you created your key pair, enter that passphrase when prompted during the login process. The VM is added to your ~/.ssh/known_hosts file, and you won't be asked to connect again until either the public key on your Azure VM changes or the server name is removed from ~/.ssh/known_hosts.

If the VM is using the just-in-time access policy, you need to request access before you can connect to the VM. For more information about the just-in-time policy, see Manage virtual machine access using the just in time policy.

Next steps

• For more information on working with SSH key pairs, see Detailed steps to create and manage SSH key pairs.

• If you have difficulties with SSH connections to Azure VMs, see Troubleshoot SSH connections to an Azure Linux VM.

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Several tools exist to generate SSH public/private key pairs. The following sections show how to generate an SSH key pair on UNIX, UNIX-like and Windows platforms.

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Generating an SSH Key Pair on UNIX and UNIX-Like Platforms Using the ssh-keygen Utility

UNIX and UNIX-like platforms (including Solaris and Linux) include the ssh-keygen utility to generate SSH key pairs.

1. Navigate to your home directory:
2. Run the ssh-keygen utility, providing as filename your choice of file name for the private key:

   The ssh-keygen utility prompts you for a passphrase for the private key.

3. Enter a passphrase for the private key, or press Enter to create a private key without a passphrase:

   Note:

   While a passphrase is not required, you should specify one as a security measure to protect the private key from unauthorized use. When you specify a passphrase, a user must enter the passphrase every time the private key is used.

   The ssh-keygen utility prompts you to enter the passphrase again.

4. Enter the passphrase again, or press Enter again to continue creating a private key without a passphrase:
5. The ssh-keygen utility displays a message indicating that the private key has been saved as filename and the public key has been saved as filename.pub. It also displays information about the key fingerprint and randomart image.

Generating an SSH Key Pair on Windows Using the PuTTYgen Program

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The PuTTYgen program is part of PuTTY, an open source networking client for the Windows platform.

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1. Download and install PuTTY or PuTTYgen.

   To download PuTTY or PuTTYgen, go to http://www.putty.org/ and click the You can download PuTTY here link.

2. Run the PuTTYgen program.
3. Set the Type of key to generate option to SSH-2 RSA.
4. In the Number of bits in a generated key box, enter 2048.
5. Click Generate to generate a public/private key pair.

   As the key is being generated, move the mouse around the blank area as directed.

6. (Optional) Enter a passphrase for the private key in the Key passphrase box and reenter it in the Confirm passphrase box.

   Note:

   While a passphrase is not required, you should specify one as a security measure to protect the private key from unauthorized use. When you specify a passphrase, a user must enter the passphrase every time the private key is used.

7. Click Save private key to save the private key to a file. To adhere to file-naming conventions, you should give the private key file an extension of .ppk (PuTTY private key).

   Note:

   The .ppk file extension indicates that the private key is in PuTTY's proprietary format. You must use a key of this format when using PuTTY as your SSH client. It cannot be used with other SSH client tools. Refer to the PuTTY documentation to convert a private key in this format to a different format.
8. Select all of the characters in the Public key for pasting into OpenSSH authorized_keys file box.

   Make sure you select all the characters, not just the ones you can see in the narrow window. If a scroll bar is next to the characters, you aren't seeing all the characters.

9. Right-click somewhere in the selected text and select Copy from the menu.
10. Open a text editor and paste the characters, just as you copied them. Start at the first character in the text editor, and do not insert any line breaks.
11. Save the text file in the same folder where you saved the private key, using the .pub extension to indicate that the file contains a public key.
12. If you or others are going to use an SSH client that requires the OpenSSH format for private keys (such as the ssh utility on Linux), export the private key:
    1. On the Conversions menu, choose Export OpenSSH key.
    2. Save the private key in OpenSSH format in the same folder where you saved the private key in .ppk format, using an extension such as .openssh to indicate the file's content.