Enantioselective synthesis of 4-hydroxy-3-(3-oxo-1-phenyl butyl)2H-1-benzopyran-2-one (Warfarin)

Date

1996-01-01

Author

Demir, Ayhan Sıtkı
Tanyeli, Cihangir
Gulbeyaz, V
Akgun, H

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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.

Subject Keywords

4-Hydroxycoumarins, Metabolites

URI

https://hdl.handle.net/11511/53675

Journal

TURKISH JOURNAL OF CHEMISTRY

Collections

Department of Chemistry, Article

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Citation Formats

A. S. Demir, C. Tanyeli, V. Gulbeyaz, and H. Akgun, “Enantioselective synthesis of 4-hydroxy-3-(3-oxo-1-phenyl butyl)2H-1-benzopyran-2-one (Warfarin),” TURKISH JOURNAL OF CHEMISTRY, pp. 139–145, 1996, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/53675.