ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

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)