Organic & Biomolecular Chemistry 2011-12-07

Enzymatic enantiomeric resolution of phenylethylamines structurally related to amphetamine.

Lourdes Muñoz, Anna M Rodriguez, Gloria Rosell, M Pilar Bosch, Angel Guerrero

Index: Org. Biomol. Chem. 9(23) , 8171-7, (2011)

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Abstract

Both enantiomers of several phenylethylamines, structurally related to amphetamine, have been prepared in good yields and excellent enantiomeric purity by enzymatic kinetic resolution using CAL-B and ethyl methoxyacetate as the acyl donor. In the case of the 4-hydroxyderivative of amphetamine (compound 4i), the S enantiomer racemized possibly in a dynamic kinetic resolution (DKR) under the enzymatic conditions used.