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Optical Resolution of Ethyl 2-(Benzylamino)-4-oxo-4-phenylbutanoate with Tartaric Acid A Practical Synthesis of D-Homophenylalanine

D. Berkeš, J. Lopuch, B. Proksa, and F. Považanec

Department of Organic Chemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, SK-812 37 Bratislava

 

E-mail: dberkes@stuba.sk

Received: 28 May 2002

Abstract: The resolution of ethyl (±)-2-(benzylamino)-4-oxo-4-phenylbutanoate with L-tartaric acid, followed by catalytic hydrogenation represents a practical and convenient three-step synthesis of Dhomophenylalanine starting from commercial ethyl benzoylacrylate. Capillary zone electrophoresis in the presence of cyclodextrins was used to determine the ee of the L-tartrate.

Full paper in Portable Document Format: 575a350.pdf

 

Chemical Papers 57 (5) 350–354 (2003)

Monday, June 17, 2024

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