The last piece of gem-difluorocycloalkans #medchem #memo #journal

Recently fluorination is one of an important strategy in medicinal chemistry, it sometime improves not only potency but also any ADMET profiles. Yes I like fluorination strategy ;)

However fluorination reaction is needed very harsh conditions. So I think fluorinated building blocks are very useful for medicinal chemistry to avoid such as harsh reaction steps in their synthetic routes.

Today I found interesting article published from ‘Enamine’ which is the one of big CRO in drug discovery area.

The group developed effective synthetic route of gem-difluorinated cyclobutan derivatives. In fig2 shows that only one article is found in Reaxys which describes gem-F cyclo-butane.

The author tried several route for the synthesis and key of the success was preventing enolization of cyclobutanone which is precursor of gem-F cyclobutane. (see Scheme2 in the article)

Finally they synthesized many type of gem-F cyclobutane derivatives in large scale.

In the experimental section, all reactions were conducted in gram scale!

The building blocks reported in the article have only one reaction point but it will be very useful BB for MedChem to control compound’s profiles.

Some years ago, I could have opportunity to visit Enamine. In the lab. was well organized and have high level science.

I would like to these BB if I could have my own drug discovery project near the feature.


Published by iwatobipen

I'm medicinal chemist in mid size of pharmaceutical company. I love chemoinfo, cording, organic synthesis, my family.

Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Twitter picture

You are commenting using your Twitter account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s

This site uses Akismet to reduce spam. Learn how your comment data is processed.

%d bloggers like this: