Trouble updating fresh install of CS5.0 on Mac

Question

Hi,
I am in a corporate environment with CLP licenses of Adobe Creative Suite Design Premium CS5.0. Because we use some very expensive plugins, along with InDesign Server, and are connected to a database publishing program, there are a lot of dependencies preventing us from upgrading at this time.
Recently we have upgraded our Macs to OSX 10.9.2 from Snow Leopard without incident. All existing licenses were preserved and work correctly. However one of the Macs, a 27" IMac needed to have a fresh install of Mavericks for reasons unrelated to this post. I was able to install the Suite and open each application without issue from the original electronic dowload file. However, attempts to update the suite using the built-in AAME update method fails with each attempt, due to download errors. So one question is, is this because of something Adobe did that changes the download location, or do I have some sort of security blocking downloads of this nature from Adobe? (I did set preferences to permit non-Apple Store downloads.)
I can search for the individual updates and find them with a search. I updated Bridge successfully using this method. I then attempted to update Illustrator to 15.0.2, and it appeared to be successful. However, following this Illustrator would no longer open. It had an X through the application and a message appeared on opening that this version of Illustrator would not open on this type of Mac. Is there a particular order in which I must install these updates? As I write, I have unistalled the Suite, reinstalled it to the point where no updates have been attempted.
Thanks to anyone who can point me in the right direction.

Answer 1

Thanks for the reply, Jeff. The download errors I am receiving are generic, 'download error, try again' type of thing. I did disable Mac's security preference. I also spoke to our IT group about the possibility of things being blocked, but since I can download the updates directly from Adobe, they didn't think I was being blocked. It's hard to determine if the Application Manager is downloading those from some other location that is blocked compared to the manual download location-. So just before I received your answer, I began installing the individual updates, taking a guess as to an optimal order, leaving Bridge, with its shared dependencies until after the core updates were in there. I actually found that some manual updates failed, and these were only successful through AAME after most of the others were installed manually. Here, with all its warts is how I eventually got it all updated, in case anyone else runs into this. Seems like Adobe may have moved things around so that the AAME can no longer find what it needs. I was also informed by Adobe that telephone support for CS5 has ended.
Installed Illustrator 15.0.2 manually, opened successfully
Installed InDesign 7.0.4 manually, opened successfully
Installed Photoshop 12.0.4 manually, opened successfully
Installed Flash Pro CS5 11.0.2 manually, opened successfully.
Installed Dreamweaver 11.0.4 manually, restarted computer. Extension Manager opens then quits unexpectedly.
Installed Extension Manager 5.0.3 manually, permitting extensions updating in Mavericks
Opened Dreamweaver, Extension Manager then worked and finished installing extension.
Installed Adobe Fireworks 11.0.2 manually and opened successfully.
Installed Adobe Media Encoder CS5 5.0.1 AME_5.0.1_multiple_Mac.dmg manually successfully
Installed Adobe Bridge CS5 4.0.5 update manually successfully
Attempted Install of Adobe Player for Embedding 3.1 AdobeAPE3_mul_AdobeUpdate.dmg. failed
Attempted Install of Adobe XMP Panels AdobeXMPPanelsAll-AdobeUpdte.dmg failed
Attempted to get the rest of the way by installing through AAME the remaining pieces. All installed successfully except Adobe Pixel Bender Toolkit 2.5 and Photoshop Camera Raw 6.7 update and Adobe Player for Embedding 3.1
Installed Adobe Pixel Bender Tookit 2.5 manually successfully.
Installed Camera Raw 6.7.1 manually. (should have been 6.7, but it went in.)
Checked for more updates. Updater still said Adobe 6.7 required and Adobe Player for Embedding.
Ran AAME one more time and Adobe Player for Embedding was installed successfully.
Left 6.7.1 alone despite prompt in AAME to put in 6.7.