3GS can not update software on itunes update server and cannot download purchased APPs

I have an iphone 3GS and I dont seem to be able to download apps I purchase directly onto it.  I thought I would try to do it through my itunes but it keeps trying to connect to the iphone software update server first which it cant seem to do

No. Updating software is across all users. About the only time that isn't true is if you installed a piece of software for only one user. But then that piece of software would never be available to the other user if it was made available it would be the updated version.

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