Can't access SSL-secured web content from Remote Desktop Server

Question

I am running RDS on Windows Server 2008R2. No Remote App or Gateway Services, just straight up Remote Desktop.
After making a RDP connection to the server, when trying to access any SSL-secured website, Internet Explorer displays the error "Internet Explorer cannot display the webpage" with a button labeled "Diagnose Connection Problems." It's the same generic
IE message that appears when DNS lookups fail. This failure to make SSL connections also manifests itself with Exchange autodiscover not working.
Strangely enough, Administrator is able to make SSL connections just fine, just not any other users. The server is otherwise completely functional.

Answer 1

Hi cyborganic,
To narrow down this issue, Would you like to confirm the following questions:
1.      
Does this issue exist when accessing all secured web sites or just some of them? Please try to access
https://www.microsoft.com.
Does it work?
2.      
Does this issue exist when a user logs on to the console of the problematic server and then access a secure web site? In this way, we can isolate whether the problem is related
to RDS.
3.      
You mentioned that administrator can access properly. As a test, can a problematic user be able to access the SSL site properly if you add him/her to the Administrators group
temporarily?
Meanwhile, Please help to make sure the “Cryptographic services” is set to Automatic Start.
Here, There are some suggestions for
General troubleshooting
Suggestion #1:
=====================================================================
Run the Network Diagnostics tool in Internet Explorer
To do this, follow these steps:
1.    
Start Internet Explorer, and then try to access the Web page that is displaying the error message.
2.    
On the page that displays an Internet Explorer error message, click the
Diagnose Connection Problems link. The Network Diagnostics tool will run. When the tool has finished running, it will report one of the following results:
o   
It was unable to find a problem.
o   
It has detected a problem. Additionally, the tool will provide guidance about the next steps to take to troubleshoot the problem.
Note
Internet Explorer 6 users click Detect Network Settings
3.    
Click
IP Address, and note the IP Address. You may need it for future troubleshooting.
4.    
Follow the steps in the Network Diagnostics tool to fix any connection problems.
5.    
Start Internet Explorer.
If you receive the same error message, go to the next method.
Suggestion #2:
=====================================================================
Use the Delete Browsing History feature
If resetting the modem or the router did not resolve the problem, deleting your browsing history might help. Follow
these steps to remove your temporary Internet files, history, and form data:
Internet Explorer 8
1.    
Start Internet Explorer.
2.    
On the
Tools menu, click Internet Options.
3.    
Under
Browsing history, click Delete.
4.    
Select the check box next to
Preserve Favorites website data.
5.    
Select the check box next to
Temporary Internet Files.
6.    
Select the check box next to
Cookies.
7.    
Select the check box next to
History.
8.    
Select the check box next to
Form data.
9.    
Select the check box next to
InPrivate Filtering data.
10. 
At the bottom of window, click
Delete.
11. 
Close Internet Explorer, start Internet Explorer again, and then try to access the Web page.
Suggestion #3:
=====================================================================
Use the Internet Explorer (No Add-ons) mode
To do this, click
Start, point to All Programs, point to
Accessories, point to System Tools, and then click
Internet Explorer (No Add-ons).
Note Internet Explorer (No Add-ons) mode is only available for Internet Explorer 7 and Internet Explorer 8.
If this resolves the issue, follow these steps to isolate the browser add-on that is causing the issue:
1.    
Click
Tools, and then click Internet Options.
2.    
Click the
Programs tab, and then click Manage add-ons.
3.    
Click an add-on in the
Name list, and then click Disable.
4.    
Repeat step 3 until you identify the add-on that is causing the issue.
If this issue still persists, Pls refer to the following link for
Advanced troubleshooting
You receive an error message in Internet Explorer: "Internet Explorer cannot display the webpage”
http://support.microsoft.com/kb/956196