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Using the vSphere Certificate Manager to replace the Machine SSL or Root Certificate with Custom Certificate fails.Certificate Manager shows the following error during replacement: ERROR:: INVALID_KEY, the private key does not match the certificate. Please provide a valid certificate and Key pair.
The issue only occurs when all of the following conditions are met: vCenter Server is in version 8.0.2 or abovevSphere Certificate Manager is used to generate the Certificate Signing RequestThe folder /tmp is selected as a the target location when exporting the CSR and the Key.
vCenter Certificate replacement using Custom Certificate fails because of a mismatch in the Certificate and the Private Key.
Engineering is aware of this issue and working to resolve it in a future release.Please subscribe to this article to be made aware once a fix has been made available.
Do not use /tmp as a directory location to export the CSR and the key, but instead use a different folder (such as /storage/core) as the target location for both the certificate request and key.
You can use the following commands to run an MD5 check: To view the md5 hash of the modulus of the CSR: # openssl req -in <path to the CSR file> -noout -modulus | openssl md5 -non-fips-allow To view the md5 hash of the modulus of the Private Key: # openssl rsa -in <path to the Private Key file> -noout -modulus | openssl md5 -non-fips-allow To view the md5 hash of the modulus of the certificate: # openssl x509 -in <path to the Certificate file> -noout -modulus | openssl md5 -non-fips-allow Example: [ ~ ]# openssl rsa -noout -modulus -in vmca_issued_key.key |openssl md5 -non-fips-allow (stdin)= cf42ca065f24b367112e41251ce47b99 [ ~ ]# openssl req -noout -modulus -in vmca_issued_csr.csr |openssl md5 -non-fips-allow (stdin)= cf42ca065f24b367112e41251ce47b99 Further references: Replacing a vSphere 6.x Machine SSL certificate with a Custom Certificate Authority Signed Certificate How to file a Support Request in Customer Connect
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