Export your IIS certificate into a .pfx file.

• Run mmc.exe
• Click the 'Console' menu and then click 'Add/Remove Snap-in'.
• Click the 'Add' button and then choose the 'certificates' snap-in and click on 'Add'.
• Select 'Computer Account' then click 'Next'.
• Select 'Local Computer' and then click 'OK'.
• Click 'Close' and then click 'OK'.
• Expand the menu for 'Certificates' and click on the 'Personal' folder.
• Right click on the certificate that you want to export and select 'All tasks' -> 'Export'.
• A wizard will appear.  Make sure you check the box to include the private key and continue through with this wizard until you have a .pfx file.

Next, run OpenSSL to extract the private key and the certificate file.

1. Open up a command prompt with [Start] -> [Run] -> ‘cmd’

2. Within the command line, navigate to the Apache2.2\bin directory:

C:\>cd C:\Apache2.2\bin\

3. Launch the openssl application.

C:\Apache2.2\bin\>openssl

4. Export the private key file from the pfx file.

OpenSSL> pkcs12 -in filename.pfx -nocerts -out key.pem

5. Export the certificate file from the pfx file.

OpenSSL> pkcs12 -in filename.pfx -clcerts -nokeys -out cert.pem

6. This removes the passphrase from the private key, so Apache won't prompt you for your passphase when it starts.

OpenSSL> rsa -in key.pem -out server.key