environment

Macos Catalina 10.15.1
python 3.6.8
pip 20.0.2

error

$ pip install jupyter
WARNING: pip is configured with locations that require TLS/SSL, however the ssl module in Python is not available.
WARNING: Retrying (Retry(total=4, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.",)': /simple/jupyter/
WARNING: Retrying (Retry(total=3, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.",)': /simple/jupyter/
WARNING: Retrying (Retry(total=2, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.",)': /simple/jupyter/
WARNING: Retrying (Retry(total=1, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.",)': /simple/jupyter/
WARNING: Retrying (Retry(total=0, connect=None, read=None, redirect=None, status=None)) after connection broken by 'SSLError("Can't connect to HTTPS URL because the SSL module is not available.",)': /simple/jupyter/
Could not fetch URL https://pypi.org/simple/jupyter/: There was a problem confirming the ssl certificate: HTTPSConnectionPool(host='pypi.org', port=443): Max retries exceeded with url: /simple/jupyter/ (Caused by SSLError("Can't connect to HTTPS URL because the SSL module is not available.",)) - skipping
ERROR: Could not find a version that satisfies the requirement jupyter (from versions: none)
ERROR: No matching distribution found for jupyter
WARNING: pip is configured with locations that require TLS/SSL, however the ssl module in Python is not available.
Could not fetch URL https://pypi.org/simple/pip/: There was a problem confirming the ssl certificate: HTTPSConnectionPool(host='pypi.org', port=443): Max retries exceeded with url: /simple/pip/ (Caused by SSLError("Can't connect to HTTPS URL because the SSL module is not available.",)) - skipping

check the openssl

please follow this blog

If openssl is ok , maybe the python is broken.You can make a backup of this python and reinstall it.

$ pip freeze > requirements.txt
$ pyenv uninstall 3.6.8
$ pyenv install 3.6.8
$ pyenv virtualenv 3.6.8 env_3.6.8
$ pyenv local env_3.6.8
(env_3.6.8) xxxxxx:~ user$ $ pip install -r requirements.txt

you can see this site about python virtual environment