Enantioselective Synthesis of 4-Hydroxy-3-(3-Oxo-1-Phenyl Butyl)- 2H-1-Benzopyran-2-One (Warfarin)

Authors

Ayhan S. DEMİR
Cihangir TANYELi
Volkan GÜLBEYAZ
Hülya AKGÜN

DOI

-

Abstract

Oral anticoagulant Warfarin (4-hydroxy-3-(3-oxo-1-phenyl butyl)-2H-1- benzopyran-2-one) is synthesized in optically active form starting from 4- hydroxycoumarin via formation of optically active enamines followed by Michael addition reaction with benzyliden acetone at low temperature. Different amines gave 17-68\% ee and the chemical yield was 22-71\%, depending on the reaction conditions and the structure of chiral amines.

First Page

139

Last Page

145

Recommended Citation

DEMİR, Ayhan S.; TANYELi, Cihangir; GÜLBEYAZ, Volkan; and AKGÜN, Hülya (1996) "Enantioselective Synthesis of 4-Hydroxy-3-(3-Oxo-1-Phenyl Butyl)- 2H-1-Benzopyran-2-One (Warfarin)," Turkish Journal of Chemistry: Vol. 20: No. 2, Article 7. Available at: https://journals.tubitak.gov.tr/chem/vol20/iss2/7