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An efficient and scalable synthesis of (2R,αS)-3,4-dihydro-2-[3-(1,1,2,2-tetrafluoroethoxy)phenyl]-5-[3-(trifluoromethoxy)phenyl]-α-(trifluoromethyl)-1(2H)-quinolineethanol: A potent CETP inhibitor

✍ Scribed by Aihua Wang; Yan Zhang; Songfeng Lu; William V. Murray; Gee-Hong Kuo

Publisher
Journal of Heterocyclic Chemistry
Year
2010
Tongue
English
Weight
140 KB
Volume
47
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image An efficient and scalable synthesis of the potent CETP inhibitor, (2__R__,α__S__)‐3,4‐dihydro‐2‐[3‐(1,1,2,2‐tetrafluoroethoxy)phenyl]‐5‐[3‐(trifluoromethoxy)phenyl]‐α‐(trifluoromethyl)‐1(2__H__)‐quinolineethanol 1, is described. One of the important intermediates, tetrahydroquinoline 10, was readily prepared by reductive cyclization of nitroketone 9 in high yield. Asymmetric synthesis of 10 with high enantiomeric excess (<80% ee) was also developed. J. Heterocyclic Chem., (2010).

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