Installing Ruby Gems on M1 Mac Ruby 2.7.2 - ruby

Question

I'm running macOS Monterey on an M1 Pro. I've installed rvm with Ruby 3.0.0 and 2.7.2.
➜ ~ rvm list
=* ruby-2.7.3 [ arm64 ]
ruby-3.0.0 [ arm64 ]
# => - current
# =* - current && default
# * - default
I can install gems without any issues when using Ruby 3.0.0. However, when I attempt to install gems using 2.7.3 - I start hitting problems.
➜ ~ gem install bundler -V --debug
NOTE: Debugging mode prints all exceptions even when rescued
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960 - getaddrinfo: Invalid value for ai_flags
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:962 - Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:1025 - Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
Exception `Gem::RemoteFetcher::UnknownHostError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/rubygems/remote_fetcher.rb:272 - no such name (https://rubygems.org/api/v1/dependencies)
Exception `Errno::EEXIST' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/fileutils.rb:250 - File exists # dir_s_mkdir - /Users/cclarke/.gem/specs/rubygems.org%443
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960 - getaddrinfo: Invalid value for ai_flags
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:962 - Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:1025 - Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
Exception `Gem::RemoteFetcher::UnknownHostError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/rubygems/remote_fetcher.rb:272 - no such name (https://rubygems.org/prerelease_specs.4.8.gz)
Exception `Errno::EEXIST' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/fileutils.rb:250 - File exists # dir_s_mkdir - /Users/cclarke/.gem/specs/rubygems.org%443
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960 - getaddrinfo: Invalid value for ai_flags
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:962 - Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:1025 - Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
Exception `Gem::RemoteFetcher::UnknownHostError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/rubygems/remote_fetcher.rb:272 - no such name (https://rubygems.org/specs.4.8.gz)
Exception `Gem::RemoteFetcher::UnknownHostError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/rubygems/spec_fetcher.rb:256 - no such name (https://rubygems.org/specs.4.8.gz)
Exception `Gem::UnsatisfiableDependencyError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/rubygems/resolver.rb:235 - Unable to resolve dependency: user requested 'bundler (>= 0)'
ERROR: Could not find a valid gem 'bundler' (>= 0), here is why:
Unable to download data from https://rubygems.org/ - no such name (https://rubygems.org/specs.4.8.gz)
Exception `Errno::EEXIST' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/fileutils.rb:250 - File exists # dir_s_mkdir - /Users/cclarke/.gem/specs/rubygems.org%443
Exception `Errno::ENOENT' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/rubygems/remote_fetcher.rb:297 - No such file or directory # rb_file_s_stat - /Users/cclarke/.gem/specs/rubygems.org%443/latest_specs.4.8
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960 - getaddrinfo: Invalid value for ai_flags
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:962 - Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:1025 - Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
Exception `Gem::RemoteFetcher::UnknownHostError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/rubygems/remote_fetcher.rb:272 - no such name (https://rubygems.org/latest_specs.4.8.gz)
Exception `Gem::RemoteFetcher::UnknownHostError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/rubygems/spec_fetcher.rb:256 - no such name (https://rubygems.org/latest_specs.4.8.gz)
Exception `Errno::EEXIST' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/fileutils.rb:250 - File exists # dir_s_mkdir - /Users/cclarke/.gem/specs/rubygems.org%443
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960 - getaddrinfo: Invalid value for ai_flags
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:962 - Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
Exception `SocketError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:1025 - Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
Exception `Gem::RemoteFetcher::UnknownHostError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/rubygems/remote_fetcher.rb:272 - no such name (https://rubygems.org/prerelease_specs.4.8.gz)
Exception `Gem::RemoteFetcher::UnknownHostError' at /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/rubygems/spec_fetcher.rb:256 - no such name (https://rubygems.org/prerelease_specs.4.8.gz)
I've tried installing Ruby 2.7.2 in 2 ways but the problem still persists.
rvm install 2.7.2 (Installs fine)
Using this GitHub link
I think perhaps, it's the problem is with openssh but I cannot be sure. Why it can't open a TCP connection I with ruby gems I can't figure. If anyone has any insight I'd be very grateful.
Kind regards,
Christian
~edit. My Gem sources are correctly set for 2.7.3 as they are for 3.0.0. Which works fine.
➜ ~ gem sources
*** CURRENT SOURCES ***
https://rubygems.org/
I ran curl from the rubygems.org site
➜ ~ curl -Lks 'https://git.io/rg-ssl' | ruby
Here's your Ruby and OpenSSL environment:
Ruby: 2.7.3p183 (2021-04-05 revision 6847ee089d7655b2a0eea4fee3133aeacd4cc7cc) [arm64-darwin21]
RubyGems: 3.1.6
Bundler: 2.1.4
Compiled with: OpenSSL 1.1.1m 14 Dec 2021
Loaded version: OpenSSL 1.1.1m 14 Dec 2021
SSL_CERT_FILE: /opt/homebrew/etc/openssl#1.1/cert.pem
SSL_CERT_DIR: /opt/homebrew/etc/openssl#1.1/certs
With that out of the way, let's see if you can connect to rubygems.org...
Bundler connection to rubygems.org: failed ❌ (Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags))
RubyGems connection to rubygems.org: failed ❌ (no such name (https://rubygems.org))
Ruby net/http connection to rubygems.org: failed ❌
Unfortunately, this Ruby can't connect to rubygems.org. 😡
Even worse, we're not sure why. 😕
Here's the full error information:
SocketError: Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags)
/Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960:in `initialize'
/Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960:in `open'
/Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960:in `block in connect'
/Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/timeout.rb:95:in `block in timeout'
/Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/timeout.rb:105:in `timeout'
/Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:958:in `connect'
/Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:943:in `do_start'
/Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:938:in `start'
-:101:in `<main>'
You might have more luck using Mislav's SSL doctor.rb script. You can get it here:
https://github.com/mislav/ssl-tools/blob/8b3dec4/doctor.rb
Read more about the script and how to use it in this blog post:
https://mislav.net/2013/07/ruby-openssl/
Traceback (most recent call last):
8: from -:101:in `<main>'
7: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:938:in `start'
6: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:943:in `do_start'
5: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:958:in `connect'
4: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/timeout.rb:105:in `timeout'
3: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/timeout.rb:95:in `block in timeout'
2: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960:in `block in connect'
1: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960:in `open'
/Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960:in `initialize': getaddrinfo: Invalid value for ai_flags (SocketError)
8: from -:101:in `<main>'
7: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:938:in `start'
6: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:943:in `do_start'
5: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:958:in `connect'
4: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/timeout.rb:105:in `timeout'
3: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/timeout.rb:95:in `block in timeout'
2: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960:in `block in connect'
1: from /Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960:in `open'
/Users/cclarke/.rvm/rubies/ruby-2.7.3/lib/ruby/2.7.0/net/http.rb:960:in `initialize': Failed to open TCP connection to rubygems.org:443 (getaddrinfo: Invalid value for ai_flags) (SocketError)
~Edit. I couldn't figure this out. So, in the end I followed the advice in this post How to run the Homebrew installer under Rosetta 2 on M1 Macbook. For Ruby 3 I use native Arm. For Ruby 2.7.5 I use Rosetta2. Perhaps, not natively running Arm .. but at least it's working.