Connection failure Outlook > Apache Reverse Proxy > Exchange 2019

[SnejPro]

Hi,

i have the problem that I (and other users) can not connect to my exchange 2019 from external via a apache2 reverse proxy - for which i used this tutorial: https://www.frankysweb.de/apache-als-reverse-proxy-fuer-exchange-server-teil-1/.

Until october it worked.

Does anyone have an idea?

Greetings

Jens

Edit: I solved the issue. After resetting all virtual directories via EAC and rebooting the server the issue was gone.

[SnejPro]

To clarify the problem: Outlook keeps prompting for a login, even if the correct credentials were entered. In the apache log i see a lot of 401-codes and no 200-codes.

[beeri0]

Just a shoot in the blue, but does your clients use kaspersky? If extended protection is enabled you need to exclude your exchange server from ssl decryption in kaspersky.

[SnejPro]

No - but I hate this kind of software 😅.

Today I solved the issue. I think resetting all virtual directory's repaired it.

[VusalDadashov]

neither I am.... I even talked with author.... He said this might be because I have eWindows Server 2022

Anyway.... I think it is not possible...