The Windows 7 version of this fix introduced an additional option to the Disk Cleanup wizard that would cleanup previous versions of Windows Update files. KB2852386 adds a Disk Cleanup option on Windows Server 2008 R2, similar to the Windows 7 update. 
What does this mean for Windows Server 2008 R2? After installing this update and prior to being able to perform the cleanup, the Desktop Experience feature must be installed. Why you ask? Disk Cleanup is not installed by default on Windows Server 2008 R2. It is instead a component installed with the Desktop Experience feature. 
Why was the update not included as a DISM switch like Windows Server 2012 R2? 
This was evaluated, however, due to the amount of changes required and the rigorous change approval process, it was not feasible to back port the functionality this way. Knowing that it would be some time before everyone could upgrade to Windows Server 2012 R2 and based on feedback from an internal survey taken of a subset of enterprise customers, it was determined that this update would still be useful in its Disk Cleanup form, even with the Desktop Experience prerequisite. We hope you agree. However, we are aware that for some of you, the Desktop Experience requirement will be a deal breaker, but decided to release it anyway hoping it will help in some instances. 
How can I get the update?
The update is available on Windows Update. It can also be manually downloaded from the Microsoft Update Catalog. The KB article listed above will also direct you to a download link in the Microsoft Download Center.
Let’s Cleanup those Old Windows Update Files!
First, let’s take a look at our starting point. Looking at my Windows 2008 R2 Server with SP1 installed, according to Windows Explorer, the size of my Windows/WinSxS directory is as follows: 
The size of the WinSxS directory will vary by server. Some of you will have smaller WinSxS directories, some larger.  
Installing the update is just like installing any other update. Just download and double-click on the .msu file: 
Installing the update does not require Desktop Experience to be installed beforehand, but if you check your WinSxS directory again, you’ll see there has been no change to the size. This is expected as we need to run Disk Cleanup in order for this to take effect. It also does not require a reboot to install the hotfix. 
But…we can’t do anything with what we just installed until we get Disk Cleanup which is installed with the Desktop Experience feature. 
When installing Desktop Experience, it does require additional features. Select the button to Add Required Features and click Next and then Install: 
A reboot is required to finalize the install. 
Click Close and Reboot when prompted. 
After we reboot, a Disk Cleanup option can be found under Start --> All Programs --> Accessories --> System Tools:
On launch, Disk Cleanup prompts for the drive you want to clean up: 
After clicking Ok, a scan is performed: 
Several options are provided for cleanup, including a new option for Windows Update Cleanup:
Just like the Windows 7 cleanup, mileage will vary. Also like Windows 7, the actual cleanup occurs during the next reboot. After the reboot, taking a look at the WinSxS directory, it has shrunk to the following: 

Nice cleanup!...

Still wanna clean? See my part 2 Article on "

How to Clean Up and Compress WinSxS Folder in Windows 8"