How do I update Ruby Gems from behind a Proxy ISA-NTLM

Question

The firewall I m behind is running Microsoft ISA server in NTLM-only mode  Hash anyone have success getting their Ruby gems to install update via Ruby SSPI gem or other method       or am I just being lazy   Note  rubysspi-1 2 4 does not work   This also works for  igem   part of the IronRuby project

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I tried some of these solutions  and none of them worked  I finally found a solution that works for me   gem install -p http   proxy ip proxy port rails   using the -p parameter to pass the proxy   I m using Gem version 1 9 1

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I tried all the above solutions  however none of them worked  If you re on linux macOS i highly suggest using tsocks over an ssh tunnel  What you need in order to get this setup working is a machine where you can log in via ssh  and in addition to that a programm called tsocks installed    The idea here is to create a dynamic tunnel via SSH  a socks5 proxy   We then configure tsocks to use this tunnel and to start our applications  in this case   tsocks gem install       or to account for rails 3 0   tsocks bundle install   A more detailed guide can be found under   http   blog byscripts info 2011 04 bypass-a-proxy-with-ssh-tunnel-and-tsocks-under-ubuntu   Despite being written for Ubuntu the procedure should be applicable for all Unix based machines  An alternative to tsocks for Windows is FreeCap  http   www freecap ru eng    A viable SSH client on windows is called putty

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This totally worked   gem install --http-proxy http   COMPANY PROXY ADDRESS  gem name

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This solved my problem perfectly   gem install -p http   proxy ip proxy port compass   You might need to add your user name and password to it   gem install -p http    username   password  proxy ip proxy port compass

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Rather than editing batch files  which you may have to do for other Ruby gems  e g  Bundler   it s probably better to do this once  and do it properly   On Windows  behind my corporate proxy  all I had to do was add the HTTP PROXY environment variable to my system    Start -  right click Computer -  Properties Choose  Advanced System Settings  Click Advanced -  Environment Variables Create a new System variable named  HTTP PROXY   and set the Value to your proxy server Reboot or log out and back in again   Depending on your authentication requirements  the HTTP PROXY value can be as simple as   http   proxy-server-name   Or more complex as others have pointed out  http   username password proxy-server-name port-number

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If you want to use SOCKS5 proxy  you may try rubygems-socksproxy https   github com gussan rubygems-socksproxy   It works for me on OSX 10 9 3

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Posts abound regarding this topic  and to help others save hours of trying different solutions  here is the final result of my hours of tinkering   The three solutions around the internet at the moment are  rubysspi apserver cntlm  rubysspi only works from a Windows machine  AFAIK  as it relies on the Win32Api library   So if you are on a Windows box trying to run through a proxy  this is the solution for you   If you are on a Linux distro  you re out of luck   apserver seems to be a dead project   The link listed in the posts I ve seen lead to 404 page on sourceforge   I search for  apserver  on sourceforge returns nothing   The sourceforge link for cntlm that I ve seen redirects to http   cntlm awk cz   but that times out   A search on sourceforge turns up this link  which does work  http   sourceforge net projects cntlm   After downloading and configuring cntlm I have managed to install a gem through the proxy  so this seems to be the best solution for Linux distros

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I wasn t able to get mine working from the command-line switch but I have been able to do it just by setting my HTTP PROXY environment variable   Note that case seems to be important   I have a batch file that has a line like this in it   SET HTTP PROXY http    USER   PASSWORD   SERVER   PORT    I set the four referenced variables before I get to this line obviously  As an example if my username is  wolfbyte   my password is  secret  and my proxy is called  pigsy  and operates on port 8080   SET HTTP PROXY http   wolfbyte secret pigsy 8080   You might want to be careful how you manage that because it stores your password in plain text in the machine s session but I don t think it should be too much of an issue

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rubysspi-1 3 1 worked for me on Windows 7  using the instructions from this page   http   www stuartellis eu articles installing-ruby

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I ve been using cntlm  http   cntlm sourceforge net   at work   Configuration is very similar to ntlmaps    gem install --http-proxy http   localhost 3128  name of gem    Works great  and also allows me to connect my Ubuntu box to the ISA proxy   Check out http   cntlm wiki sourceforge net  for more information

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If you are having problems getting authenticated through your proxy  be sure to set the environment variables in exactly the format below     set HTTP PROXY some proxy com set HTTP PROXY USER user set HTTP PROXY PASS password   The user password  syntax doesn t seem to work and there are also some badly named environment variables floating around on Stack Overflow and various forum posts     Also be aware that it can take a while for your gems to start downloading   At first I thought it wasn t working but with a bit of patience they started downloading as expected

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If behind a proxy  you can navigate to Ruby downloads  click on Download  which will download the specified update   or Gem   to a desired location   Next  via Ruby command line  navigate to the downloaded location by using   pushd  directory    eg   pushd D  Setups   then run the following command  gem install  update name  --local  eg  gem install rubygems-update --local   Tested on Windows 7 with Ruby update version 2 4 1   To check use following command   ruby -v

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Create a  gemrc file  either in  etc gemrc or    gemrc or for example with chef gem in  opt chef embedded etc gemrc  containing   http proxy  http   proxy 3128   Then you can gem install as usual

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If you are on a  nix system  use this   export http proxy http     proxy host    port  export https proxy http     proxy host    port    and then try   gem install   gem name

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This worked for me in a Windows box   set HTTP PROXY http   server port set HTTP PROXY USER username set HTTP PROXY PASS userparssword set HTTPS PROXY http   server port set HTTPS PROXY USER username set HTTPS PROXY PASS userpassword   I have a batch file with these lines that I use to set environment values when I need it   The trick  in my case  was HTTPS PROXY sets  Without them  I always got a 407 proxy authentication error

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I am working behind a proxy and just installed SASS by downloading directly from http   rubygems org   I then ran sudo gem install  path to downloaded gem file   I cannot say this will work for all gems  but it may help some people

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For the Windows OS  I used Fiddler to work around the issue    Install Run Fiddler from www fiddler2 com Run gem     gem install --http-proxy http   localhost 8888  gem name

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Quick answer   Add proxy configuration with parameter for both install update  gem install --http-proxy http   host port  package name  gem update --http-proxy http   host port  package name

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A workaround is to install http   web archive org web 20060913093359 http   apserver sourceforge net 80  on your local machine  configure it and run gems through this proxy    Install  Just download apserver 097  and not the experimental 098   and unpack  Configure  Edit the server cfg file and put the values for your MS proxy in PARENT PROXY and PARENT PROXY PORT  Enter the values for DOMAIN and USER  Leave PASSWORD blank  nothing after the colon      you will be prompted when launching it  Run apserver  cd aps097  python main py Run Gems  gem install   http-proxy http   localhost 5865  library

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for anyone tunnelling with SSH  you can create a version of the gem command that uses SOCKS proxy    Install socksify with gem install socksify  you ll need to be able to do this step without proxy  at least  Copy your existing gem exe  cp   command which gem   usr local bin proxy gem  Open it in your favourite editor and add this at the top  after the shebang   require  socksify   if ENV  SOCKS PROXY     require  socksify    host  port   ENV  SOCKS PROXY   split        TCPSocket socks server   host     localhost    TCPSocket socks port   port to i    1080 end  Set up your tunnel  ssh -D 8123 -f -C -q -N user proxy  Run your gem command with proxy gem  SOCKS PROXY localhost 8123 proxy gem push mygem

[ruby] How do I update Ruby Gems from behind a Proxy (ISA-NTLM)

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