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A Facile and Efficient Synthesis of (15R)-Latanoprost from Chiral Precursor Corey Lactone Diol

Authors :
Sathyanarayana Boodida
K Vijendhar
B Srinivas
Source :
Journal of Chemical Sciences. 127:2023-2028
Publication Year :
2015
Publisher :
Springer Science and Business Media LLC, 2015.

Abstract

An efficient asymmetric synthetic route for the synthesis of anti-glaucoma agent, (15R)-latanoprost using Corey lactone diol as chiral substrate under Swern oxidation, allylic reduction and Wittig reaction conditions has been developed. In this method, reduction of keto and alkene functional groups has been achieved in a single step using low cost catalyst NiCl2/NaBH4 in methanol. This new synthetic protocol is a good alternative for the synthesis of latanoprost with high stereo selectivity and improved yield.

Details

ISSN :
09737103 and 09743626
Volume :
127
Database :
OpenAIRE
Journal :
Journal of Chemical Sciences
Accession number :
edsair.doi...........853bef1522be9b7458aa64a52a8a05a4