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Hey, I just checked how Connection Troubleshoot actually works on Azure Portal, and I confirmed that “One of the reasons port 443 was unreachable from TD1 to TD2 is that TD1 is not configured to listen to port 443.” is right. Without an app or service listening port 443 on a VM, it would be unreachable.
Now I got a whole picture, and I now fully understand this scenario.
Sorry for bothering you and thank you for your help.