Preparation of enantiomerically enriched amines and amides by enzymatic resolution using a sulfonylacetic acid ester as acyl donor

US7824899B2 · kind B2 · utility

Assignee

• EVONIK DEGUSSA GMBH · DE

Inventors

• Harald Groeger · Hanau, DE
• Oliver May · Frankfurt, DE
• Kai Rossen · Hanau, DE
• Karlheinz Drauz · Alzenau, DE

Key dates

• Filing date: Jun 21, 2007
• Grant date: Nov 2, 2010
• Expiry date: Jun 16, 2029

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C12P41/007
• WIPO field: Biotechnology
• WIPO sector: Chemistry

Abstract

A process for the preparation of an enantiomerically enriched amine, is performed by a) cleaving a racemic mixture of a reaction product of i) a chiral amine and ii) an acyl donor, in the presence of a hydrolase, to obtain a mixture of an enantiomerically enriched amide and an enantiomerically enriched amine; or b) reacting an amine with an acyl donor, in the presence of a hydrolase, to obtain a mixture of an enantiomerically enriched amide and an enantiomerically enriched amine; and c) separating the enantiomerically enriched amide from the enantiomerically enriched amine, wherein the acyl donor is a sulphonylacetic acid ester. The process (1) leads to high enantioselectivities, and (2) high reactivities, (3) is based on an acyl donor accessible in a simple manner, (4) is suitable for a large number of very different substrates and/or (5) is suitable for carrying out at high substrate concentrations.