N-acyl glycinates as acyl donors in serine protease-catalyzed kinetic resolution of amines. Improvement of selectivity and reaction rate.

Org Biomol Chem

Laboratoire de Chimie Moléculaire Organique, LCP UMR 6264, Boite 562, Université Paul Cézanne, Aix-Marseille III, Faculté des Sciences St Jérôme, Avenue Escadrille Normandie-Niemen, 13397, Marseille Cedex 20, France.

Published: November 2008

Enzymatic kinetic resolution of aliphatic and benzylic amines leading to (S)-amides was achieved by using alkaline protease as the catalyst and N-octanoyl glycine trifluoroethyl ester as the acyl donor; enantioselectivity ranged between 4 to 244, while reaction times were dramatically shortened and ranged between 15 min to 6 h.

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http://dx.doi.org/10.1039/b812089gDOI Listing

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