The issue may be because of improper details of environment. Please check once details you have given while configuring your environments(Dev, SDE, QA...) in dashboard like IP address, Port no, Protocol etc. Try one more time after checking all the environment details. Let us know if issue still exists.
The error you have mentioned ** Unable to check platform REST service due to... its because of Rest service failure. Please mention prweb in the Context root field and give try. I have noted the property optimization error in the log and will look into it. But it does not have to do anything with Rest service failure.