August 2020 - Page 2 - Uwe Gradenegger

In-Place Upgrade of a Certification Authority from Windows Server 2008 R2 to Windows Server 2012 R2

At the latest within the scope of the End of product support by the manufacturer (Microsoft) The question arises as to whether the Certification Authority should be Migration to another server to an up-to-date operating system, or performs an in-place upgrade. The latter process is described below.

Remote desktop connection no longer possible after in-place upgrade of Windows Server operating system

Assume the following scenario:

An in-place upgrade of the certification authority's operating system is performed.
After the upgrade I can no longer log in via Remote Desktop. The connection fails with the following error message:

An authentication error has occurred.
The function requested is not supported.
Remote Computer: 192.168.1.149
This could be due to CredSSP encryption oracle remediation.
For more information, see https://go.microsoft.com/fwlink/?linkid=866660

In German:

Authentication error.
The requested function is not supported.
Remote computer: 192.168.1.149
The cause could be a CredSSP Encryption Oracle defense.
For more information, see https://go.microsoft.com/fwlink/?linkid=866660

Should HTTPS be used for the Network Device Enrollment Service (NDES)?

The Network Device Enrollment Service (NDES) is Microsoft's implementation of the Simple Certificate Enrollment Protocol (SCEP) developed by Cisco in the early 2000s. The first implementation was released with Windows Server 2003.

It may come as a surprise that NDES does not use Secure Socket Layer (SSL) for the HTTP connections in the default setting to this day. This fact is explained and evaluated in more detail below.

Certificate request fails with error message "Error Parsing Request The request subject name is invalid or too long. 0x80094001 (-2146877439 CERTSRV_E_BAD_REQUESTSUBJECT)".

Assume the following scenario

A certificate request is sent to a certification authority.
The certificate request fails with the following error message:

Error Parsing Request The request subject name is invalid or too long. 0x80094001 (-2146877439 CERTSRV_E_BAD_REQUESTSUBJECT)

Token for CDP and AIA configuration of a certification authority

The following is an overview of the tokens for the CDP and AIA configuration of a certification authority.

Requesting certificates via Network Device Enrollment Service (NDES) fails with error message "The public key does not meet the minimum size required by the specified certificate template. 0x80094811 (-2146875375 CERTSRV_E_KEY_LENGTH)".

Assume the following scenario:

A network device enrollment service (NDES) is implemented in the network.
Requesting a certificate fails with the following error message:

"The public key does not meet the minimum size required by the specified certificate template. 0x80094811 (-2146875375 CERTSRV_E_KEY_LENGTH)"

Requesting certificates via Network Device Enrollment Service (NDES) fails with error message "The operation timed out 0x80072ee2 (WinHttp: 12002 ERROR_WINHTTP_TIMEOUT)".

Assume the following scenario:

A network device enrollment service (NDES) is implemented in the network.
Requesting a certificate fails with the following error message:

The operation timed out 0x80072ee2 (WinHttp: 12002 ERROR_WINHTTP_TIMEOUT)

Requesting certificates via Network Device Enrollment Service (NDES) fails with HTTP error code 500

Assume the following scenario:

A network device enrollment service (NDES) is implemented in the network.
The NDES server uses a domain account for the identity of the SCEP IIS application pool.
Requesting certificates via NDES fails with HTTP error code 500 (Internal Server Error).
Calling the mscep and mscep_admin pages also fails with HTTP error code 500.
Even after an iisreset or restart of the NDES server, no event appears after calling the mscep or mscsp_admin page that the NDES service has started or that there were errors.

The Network Device Enrollment Service (NDES) logs the error message "The Network Device Enrollment Service cannot be started (0x80004005). Unspecified error"

Assume the following scenario:

An NDES server is configured on the network.
When accessing the NDES application web page (mscep) and the NDES administration web page (certsrv/mscep_admin), HTTP error 500 (Internal Server Error) is reported with error code 0x80004005.
The events are No. 2 and No. 8 stored in the application event log:

The Network Device Enrollment Service cannot be started (0x80004005). Unspecified error