Compiling Python with latest OpenSSL on earlier version macOS

I used to write some Python scripts, and some of them crashed when run on earlier version of macOS(<10.15.x).

A typical exception may like this:

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urllib3.exceptions.MaxRetryError: HTTPSConnectionPool(
host='xxx.com', port=443): Max retries exceeded with url: /
(Caused by SSLError(SSLError(1, '[SSL: TLSV1_ALERT_PROTOCOL_VERSION]
tlsv1 alert protocol version (_ssl.c:720)'),))

This was caused by macOS using an outdated OpenSSL version.

I found this page on Google and follow these steps to solve the problem:

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brew update
brew install openssl
# brew install pyenv  # I skipped this line because I used pyenv too
PYTHON_CONFIGURE_OPTS="--enable-shared" CFLAGS="-I$(brew --prefix openssl)/include" LDFLAGS="-L$(brew --prefix openssl)/lib" pyenv install 3.6.9

After using this newly compiled Python interpreter, the problem disappeared

# NOTE: I am not responsible for any expired content.
created_date: 2021-01-21T23:48:52+08:00
update_date: 2021-02-12T21:44:52+08:00
comment_url: https://github.com/ferstar/blog/issues/34