Premium
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.