Apache and Django: dynamic url creation problem

Question

Due to company policy we have the following infrastructure in place: - external server with fixed ip address (which I'll name extsrv) - internal router also with fixed ip address (which I'll name routersrv) - vmware server (named vmsrv) - vmware guest with Django (djangosrv)

We had a django based application (which I'm going to name django) running on extsrv (natively) and it worked quite nicely without problems. I was asked to migrate it to djangosrv and configure the necessary redirection. After doing so, all dynamically generated urls get broken if I try to access from any point other thant vmsrv (I should point out that djangosrv itself is not visible outside vmsrv). However, when I write my url to access from vmsrv, everything works fine. Does anyone have an idea on what the problem might be? More importantly, how might I be able to debug this situation?

To clarify a bit, something like: https://routersrv/private/django fails but if I enter: https://vmsrv/private/django everything works fine

Thanks for any help.

I'll post all apache configuration below (from the different servers): - from extsrv

    Redirect /private/django <https>://routersrv/private/django

• from routersrv

  <Location /private/django>
    ProxyPass <https>://vmsrv/private/django
    ProxyPassReverse <https>://vmsrv/private/django
  
    AuthzLDAPAuthoritative off
    AuthBasicProvider ldap
    AuthName "Private Area"
    AuthLDAPURL <ldap>://localhost/ou=Users,dc=company,dc=com?uid??(|(employeeType=full)(employeeType=external))
    require valid-user
  </Location>
  

• from vmsrv

  RedirectMatch permanent ^/private$ /private/django/
  RedirectMatch permanent ^/private/$ /private/django/
  RedirectMatch permanent ^/private/index.html$ /private/django/
  RedirectMatch permanent ^/private/start$ /private/django/
  RedirectMatch permanent ^/private/start/$ /private/django/
  
  <Location /private/django>
    SSLRequireSSL
    ProxyPass <https>://djangosrv/private/django
    ProxyPassReverse <https>://djangosrv/private/django
    AuthType Basic
    AuthzLDAPAuthoritative off
    AuthBasicProvider ldap
    AuthName "Private Area"
    AuthLDAPURL <ldap>://localhost/ou=Users,dc=company,dc=com?uid??(|(employeeType=full)(employeeType=external))
    require valid-user
  </Location>
  

• from djangosrv

  Alias /private/django/admin-media /usr/lib/python2.6/site-packages/django/contrib/admin/media
  Alias /private/django/media /opt/django/djangoweb/media
  
  WSGIScriptAlias /private/django /opt/django/djangoweb/wsgi_handler.py
  WSGIDaemonProcess django user=django group=django processes=1 threads=10
  WSGIProcessGroup django
  WSGISocketPrefix /tmp/wsgi
  
  <Location /private/django>
      SSLRequireSSL
      AuthType Basic
      AuthzLDAPAuthoritative off
      AuthBasicProvider ldap
      AuthName "Private Area"
      AuthLDAPURL <ldap>://vmsrv/ou=Users,dc=company,dc=com?uid??(|(employeeType=full)(employeeType=external))
      require valid-user
  </Location>
  
  <Location /private/django/media/attachments>
      Order allow,deny
      Deny from all
  </Location>