Install Ruby gems behind NTLM proxy

Question

I am trying to install ruby gems behind NTLM proxy. My OS is Windows 7. These are all the solutions that I tried, non of them working.

Using HTTP_PROXY:

set HTTP_PROXY=http://domain\user:pass@proxy.company.com:8080
set HTTP_PROXY=http://domain\\user:pass@proxy.company.com:8080
set HTTP_PROXY=http://domain\\user:pass@proxy.company.com:8080/

All above response bad URI

set HTTP_PROXY=http://user:pass@proxy.company.com:8080

Response: bad response Proxy Authentication Required 407

Using -p or --http-proxy parameter from Ruby

gem install -p "http://domain\user:pass@proxy.company.com:8080" rake

gem install -p "http://domain\\user:pass@proxy.company.com:8080" rake

gem install -p http://domain\user:pass@proxy.company.com:8080 rake

gem install -p http://domain\\user:pass@proxy.company.com:8080 rake

gem install --http-proxy "http://domain\user:pass@proxy.company.com:8080" rake

gem install --http-proxy "http://domain\\user:pass@proxy.company.com:8080" rake

gem install --http-proxy http://domain\user:pass@proxy.company.com:8080 rake

gem install --http-proxy http://domain\\user:pass@proxy.company.com:8080 rake

All response: invalid argument

Try all the options above without the domain or encode the \ to %5C will receive reponse: bad response Proxy Authentication Required 407

What did I miss in these command or setup?

score 2 · Accepted Answer · edited May 23 '17 at 12:29

2

You can use cntlm http://cntlm.sourceforge.net/, so that you have a local proxy that requires no authentication (which in turns connects to the ntlm proxy).

Also: How do I update Ruby Gems from behind a Proxy (ISA-NTLM)

edited May 23 '17 at 12:29

Community

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answered Mar 10 '14 at 08:49

Boklucius

1,896
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for detailed instruction on CNTLM please refer http://stackoverflow.com/a/24540105/1802348 – positivecrux May 21 '15 at 13:04

score 1 · Answer 2 · answered Mar 10 '14 at 12:43

Seems like there is no fix for the moment to make work rubygems behind an NTLM proxy: https://github.com/rubygems/rubygems/issues/360. Anyway, I still found no way to fix it and the only solution is to download a gem (take care of all its dependencies) and install locally (from inside a folder where the gem was saved to):

gem install your_gem_name --local

score 0 · Answer 3 · answered Jan 17 '18 at 23:50

I have stumbled on a more easier and possibly safer solution that works not just for git but also any command based installers

Rubygems in ruby
npm in node

One solution running all your traffic from command line is proxied with authentiction.

Wont expose your password in the user:password@domain:port format

Solution:

Download Fiddler, It has a built in way to add authentication headers to all requests.

Once running menu Rules-> Automatically Authenticate (Tick that)

Then for git

git config --global http.proxy http://localhost:8888
git config --global https.proxy http://localhost:8888

Thats it!

Install Ruby gems behind NTLM proxy

3 Answers3