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Resolving problems with the template lookup option for Insert Document
This blog article outlines how to proceed if you face problems with the template lookup from the Insert Static Document functionality.

Error message 401: Unauthorized when trying to access after deploying a custom web-application

The problem occurs because MS CRM is using an HttpModule for multitenancy scenarios. This http module is called with an anonymous user account. This is why it fails when trying to request, i.e. the metadata webservice.