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A sustainable synthesis of the SARS-CoV-2 Mpro inhibitor nirmatrelvir, the active ingredient in Paxlovid

Chemistry

A sustainable synthesis of the SARS-CoV-2 Mpro inhibitor nirmatrelvir, the active ingredient in Paxlovid

J. R. A. Kincaid, J. C. Caravez, et al.

This groundbreaking research by Joseph R. A. Kincaid, Juan C. Caravez, Karthik S. Iyer, Rahul D. Kavthe, Nico Fleck, Donald H. Aue, and Bruce H. Lipshutz unveils a new 7-step synthetic approach to nirmatrelvir, the key component in Paxlovid, achieving an impressive 70% overall yield while utilizing green technology.

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Playback language: English
Abstract
This paper presents a novel 7-step, 3-pot synthesis of nirmatrelvir, the active ingredient in Paxlovid, achieving a 70% overall yield. The synthesis utilizes green technology, avoiding traditional peptide coupling reagents and epimerization of stereocenters. DFT calculations predict the presence of two rotamers with a high rotational barrier. Comparisons with Pfizer's original method highlight the reduced cost and environmental impact of this new route.
Publisher
Communications Chemistry
Published On
Nov 21, 2022
Authors
Joseph R. A. Kincaid, Juan C. Caravez, Karthik S. Iyer, Rahul D. Kavthe, Nico Fleck, Donald H. Aue, Bruce H. Lipshutz
Tags
nirmatrelvir
Paxlovid
green technology
synthesis
chemical engineering
epimerization
rotamers

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