Simultaneous Chiral Resolution of Two Racemic Compounds by Preferential Cocrystallization**

Fuli Zhou; Oleksii Shemchuk; Maxime D. Charpentier; Chloé Matheys; Laurent Collard; Joop H. ter Horst; Tom Leyssens

doi:10.1002/anie.202107804

journal article Aug 06, 2021

Simultaneous Chiral Resolution of Two Racemic Compounds by Preferential Cocrystallization**

Fuli Zhou

Oleksii Shemchuk

Maxime D. Charpentier Chloé Matheys Laurent Collard Joop H. ter Horst

Tom Leyssens

Angewandte Chemie International Edition Vol. 60 No. 37 pp. 20264-20268 · Wiley

View at Publisher Save 10.1002/anie.202107804

Abstract

Abstract

We tap into an unexplored area of preferential crystallization, being the first to develop simultaneous chiral resolution of two racemic compounds by preferential cocrystallization. We highlight how the two racemic compounds
RS
‐mandelic acid (MAN) and
RS
‐etiracetam (ETI) can be combined together as enantiospecific R‐MAN⋅R‐ETI and S‐MAN⋅S‐ETI cocrystals forming a stable conglomerate system and subsequently develop a cyclic preferential crystallization allowing to simultaneous resolve
both compounds
. The developed process leads to excellent enantiopurity both for etiracetam (
ee
>98 %) and mandelic acid (
ee
≈95 %) enantiomers.

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Citations

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References

Details

Published: Aug 06, 2021
Vol/Issue: 60(37)
Pages: 20264-20268
License: View

Authors

F

Fuli Zhou