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https://issues.jenkins-ci.org/browse/JENKINS-6859?page=com.atlassian.jira.plugin.system.issuetabpanels:comment-tabpanel&focusedCommentId=158957#comment-158957
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Andrew Kujtan commented on JENKINS-6859:
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I can confirm this is still an issue in v1.450
                
> [Regression] Error message when proxy auth fails for update center does not 
> allow user to understand/correct the issue.
> -----------------------------------------------------------------------------------------------------------------------
>
>                 Key: JENKINS-6859
>                 URL: https://issues.jenkins-ci.org/browse/JENKINS-6859
>             Project: Jenkins
>          Issue Type: Bug
>          Components: update-center
>    Affects Versions: current
>         Environment: Hudson 1.363 SUN Java 1.6.0_14 (Linux (centOS 5) [fails]
> Hudson 1.308 SUN Java 1.6.0_13 (Linux (centOS 5) [works]
>            Reporter: teilo
>            Priority: Minor
>
> The error message when proxy auth fails (behind a windows ISA server) is no 
> longer suitable for showing the actual issue.
> With 1.308 you see 
> java.io.IOException: Unable to tunnel through proxy. Proxy returns "HTTP/1.1 
> 407 Proxy Authentication Required ( The ISA Server requires authorization to 
> fulfill the request. Access to the Web Proxy filter is denied. )" at 
> sun.net.www.protocol.http.HttpURLConnection.doTunneling(Unknown Source)
> ...
> With 1.363 you see
> java.net.ProtocolException: Server redirected too many times (20) at 
> sun.net.www.protocol.http.HttpURLConnection.getInputStream(Unknown Source) at 
> hudson.model.UpdateCenter$UpdateCenterConfiguration.testConnection(UpdateCenter.java:603)
>  at 
> hudson.model.UpdateCenter$UpdateCenterConfiguration.checkUpdateCenter(UpdateCenter.java:456)
> ...
> From this it looks like the update center is broken and not the proxy 
> authentication that is incorrect.
> See URL for a discussion

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