You can also use Microsoft IIS to generate a Private Key and CSR.
How to generate a CSR in Microsoft IIS 7
1. Click Start, then Administrative Tools, then Internet Information Services (IIS) Manager.
2. Click on the server name.
3. From the center menu, double-click the 'Server Certificates' button in the 'Security' section (it is near the bottom of the menu).
- All SSL Certificates require a private key to work. The private key is a separate file that’s used in the encryption/decryption of data sent between your server and the connecting clients. A private key is created by you—the certificate owner—when you request your certificate with a Certificate Signing Request (CSR).
- Jun 28, 2012 Apple will now generate the certificate file. We now have the certificate, but this doesn’t contain the private key. We need to complete the process. Hit download and save the cert somewhere. Return to IIS’s Server Certificate Feature. In the menu on the right hand side, as before, you’ll see an option called Complete Certificate Request.
4. Next, from the 'Actions' menu (on the right), click on 'Create Certificate Request.' This will open the Request Certificate wizard.
How to generate a certificate signing request and key pair in macOS Keychain Access. Export Certificates and Private Key from a PKCS#12 File with OpenSSL March 3.
5. In the 'Distinguished Name Properties' window, enter the information as follows:
- Common Name - The name through which the certificate will be accessed (usually the fully-qualified domain name, e.g., www.domain.com or mail.domain.com).
- Organization - The legally registered name of your organization/company.
- Organizational unit - The name of your department within the organization (frequently this entry will be listed as 'IT,' 'Web Security,' or is simply left blank).
- City/locality - The city in which your organization is located.
- State/province - The state in which your organization is located.
6. Click Next.
7. In the 'Cryptographic Service Provider Properties' window, leave both settings at their defaults (Microsoft RSA SChannel and 2048) and then click next.
8. Enter a filename for your CSR file.
9. Remember the filename that you choose and the location to which you save it. You will need to open this file as a text file and copy the entire body of it (including the Begin and End Certificate Request tags) into the online order process when prompted
2. Back Up Private Key
To backup a private key on Microsoft IIS 6.0 follow these instructions:
1. From your server, go to Start > Run and enter mmc in the text box. Click on the OK button.
2. From the Microsoft Management Console (MMC) menu bar, select Console > Add/Remove Snap-in.
3. Click on the Add button. Select Certificates from the list of snap-ins and then click on the Add button.
4. Select the Computer account option. Click on the Next button.
5. Select the Local computer (the computer this console is running on) option. Click on the Finish button.
6. Click on the Close button on the snap-in list window. Click on the OK button on the Add/Remove Snap-in window.
7. Click on Certificates from the left pane. Look for a folder called REQUEST or 'Certificate Enrollment Request> Certificates
8. Select the private key that you wish to backup. Right click on the file and choose > All Tasks > Export
9. The certificate export wizard will start, please click Next to continue. In the next window select Yes, export the private key and click Next
10. Leave the default settings selected and click Next.
11. Set a password on the private key backup file and click Next
12. Click on Browse and select a location where you want to save the private key Backup file to and then click Next to continue. By default the file will be saved with a .pfx extension.
13. Click Finish, to complete the export process
3. Convert to RSA Private Key Format
The private key is backed up as a ‘.pfx’ file, which stands for Personal Information Exchange.
To convert it to RSA Private Key format supported by inSync:
1. Download and install latest version of OpenSSL for windows from http://www.slproweb.com/products/Win32OpenSSL.html.
Note: OpenSSL requires Visual C++ 2008 Redistributables which can be downloaded from the same website.
2. Open command prompt, navigate to C:OpenSSL-Win32bin>, and run the following commands.
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3. The private key will be saved as ‘myserver.key’.
4. Carefully protect the private key. Be sure to backup the private key, as there is no means to recover it, should it be lost.
Using the iOS keychain to store your private key has the added security advantage of leveraging on the hardware-backed keystores that exist on many iOS devices, allowing the key to be protected by the iOS-level device password, and preventing key compromise even if the device is rooted.
Generate Private Key Certificate Ios
If you already have your client certificate and private key bundled into a PKCS#12 file (extension .p12 or .pfx), you can import it into the app private section of the iOS Keychain using Mail, Safari or iTunes. Note sure that the file extension has to be changed to .ovpn12 for the file to be picked up by the OpenVPN Connect App (and not by iOS).
Note that on iOS, when you import a PKCS#12 file into the Keychain, only the client certificate and private key are imported. The CA (certificate authority) certificates are NOT imported (unless you manually extract the CA certificates and import them separately, one-at-a-time). Therefore, the CA list must be given in the profile using the ca directive. If you already have a PKCS#12 file, the CA list may be extracted from the file using this openssl command, where the CA certs in client.p12 are written to ca.crt:
Then add a reference to ca.crt to your profile:
or paste the contents of ca.crt directly into your profile:
If you don't have a PKCS#12 file, you can convert your certificate and key files into PKCS#12 form using this opensslcommand (where cert, key, and ca are your client certificate, client key, and root CA files).
Then import the client.ovpn12 file from the previous step into the app using Mail or Safari.
Once this is done, remove the cert and key directives from your .ovpn file and re-import it, making sure that the cadirective remains. Once imported, any profile that lacks cert and key directives will cause a Certificate row to appear on the main view, allowing the profile to be linked with an Identity from the iOS Keychain (on iOS, an Identity refers to a certificate/private-key pair that was previously imported using a PKCS#12 file). Touch the Certificate row and select the MyClient certificate. At this point, you should be able to connect normally.
Note that the iOS Keychain is accessible by the app only after the user has unlocked the device at least once after restart. For this reason a profile requiring a certificate stored in the Keychain to connect won't be able to do so automatically after restart.
This is a security measure to prevent an unknown person to access a VPN network using a device that was previously switched off.