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Unable to find valid certification path to requested target
We purchased an EssentialSSLWildcard certificate which is an intermediate certificate (3 intermediate certificates). We have installed AddTrustExternalCARoot certificate from Comodo as well as the necessary intermediate certificates on both IIS and Windows Azure. The thumbprint of the root certificate matches the thumbprint of the addtrustexternalca certificate listed as the second certificate http://wiki.developerforce.com/page/Outbound_Messaging_SSL_CA_Certificates#addtrustexternalca
All intermediate certificates are installed properly:
http://www.sslshopper.com/ssl-checker.html#hostname=app.fantasysalesteam.com
But we still get the error when trying to connect to our web service from Salesforce "unable to find valid certification path to requested target".
It seems that Salesforce is not finding the path to the root certificate.
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I have now determined that the certification path was to a different Comodo root certicate than the one I was provided. I removed the old one from IIS and recreated the pfx file for uploading to Azure.
http://forums.sforce.com/t5/General-Development/PKIX-path-building-failed/td-p/128332
http://raydehler.com/cloud/clod/salesforce-callouts-and-invalid-ssl-certs.html
I just edited my post and it is clear that we have a root certificate that is on the list and that we have properly installed all intermediate certificates. So the issue appears to be with Salesforce.