A Robust, Recyclable Resin for Decagram Scale Resolution of ( ± )‐Mefloquine and Other Chiral N‐Heterocycles | Zendy

Kreituss Imants | Zendy; Chen KuangYen | Zendy; Eitel Simon H. | Zendy; Adam JeanMichel | Zendy; Wuitschik Georg | Zendy; Fettes Alec | Zendy; Bode Jeffrey W. | Zendy

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A Robust, Recyclable Resin for Decagram Scale Resolution of ( ± )‐Mefloquine and Other Chiral N‐Heterocycles

Author(s) -

Kreituss Imants,

Chen KuangYen,

Eitel Simon H.,

Adam JeanMichel,

Wuitschik Georg,

Fettes Alec,

Bode Jeffrey W.

Publication year - 2016

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.201509256

Subject(s) - enantiopure drug , mefloquine , kinetic resolution , reagent , resolution (logic) , chemistry , combinatorial chemistry , monomer , chiral resolution , hydroxamic acid , organic chemistry , chromatography , enantioselective synthesis , enantiomer , catalysis , polymer , computer science , artificial intelligence , chloroquine , immunology , biology , malaria

Decagram quantities of enantiopure (+)‐mefloquine have been produced via kinetic resolution of racemic mefloquine using a ROMP‐gel supported chiral acyl hydroxamic acid resolving agent. The requisite monomer was prepared in a few synthetic steps without chromatography and polymerization was safely performed on a >30 gram scale under ambient conditions. The reagent was readily regenerated and reused multiple times for the resolution of 150 grams of (±)‐mefloquine and other chiral N‐heterocylces.

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