Article thumbnail

Cocrystallization-Induced Spontaneous Deracemization: A General Thermodynamic Approach to Deracemization

By Michael Guillot, Joséphine de Meester, Sarah Huynen, Laurent Collard, Koen Robeyns, Olivier Riant and Tom Leyssens

Abstract

Processes leading to enantiomerically pure compounds are of utmost importance, in particular for the pharmaceutical industry. Starting from a racemic mixture, crystallization‐induced diastereomeric transformation allows in theory for 100 % transformation of the desired enantiomer. However, this method has the inherent limiting requirement for the organic compound to form a salt. Herein, this limitation is lifted by introducing cocrystallization in the context of thermodynamic deracemization, with the process applied to a model chiral fungicide. We report a new general single thermodynamic deracemization process based on cocrystallization for the deracemization of (R,S)‐4,4‐dimethyl‐1‐(4‐fluorophenyl)‐2‐(1H‐1,2,4‐triazol‐1‐yl)pentan‐3‐one. This study demonstrates the feasibility of this novel approach and paves the way to further development of such processes

Topics: General Chemistry, Catalysis
Publisher: 'Wiley'
Year: 2020
DOI identifier: 10.1002/anie.202002464
OAI identifier: oai:dial.uclouvain.be:boreal:229576
Provided by: DIAL UCLouvain
Download PDF:
Sorry, we are unable to provide the full text but you may find it at the following location(s):
  • http://hdl.handle.net/2078.1/2... (external link)
  • Suggested articles


    To submit an update or takedown request for this paper, please submit an Update/Correction/Removal Request.