ASP 500 and 401 Problem

OKay , I use a custom 404.asp script to rewrite URL's for product pages
I also want to show errors on my browser when there is one to help when coding
IIS7.5 i cannot managed to get both working, if i enabled detailed error messages the 401 error handling fails, and when selecting detailed for local, the errors are not sent to the browser and i get a 500 error

can anyone advise me on what to do, its so so annoying as i want to upgrade to 7.5 but this is holidng me back as i cannot code how i like.
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