Tetrahedron: Asymmetry

An efficient preparative scale resolution of 3-phenylbutyric acid by lipase from Burkholderia cepacia (Chirazyme L1)

G Varadharaj, K Hazell, CD Reeve

Index: Varadharaj, Govindarajulu; Hazell, Keith; Reeve, Christopher D. Tetrahedron Asymmetry, 1998 , vol. 9, # 7 p. 1191 - 1195

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Citation Number: 17

Abstract

Lipase from Burkholderia cepacia (Chirazyme L1) catalysed the highly enantioselective hydrolysis of racemic methyl 3-phenylbutyrate to afford (R)-(−)-methyl 3-phenylbutyrate of> 98% ee (E> 50). The resolution was performed at 150 g scale yielding 68.7 g of (R)-(−)- methyl 3-phenylbutyrate (> 98% ee, 92% yield on enantiomer) and (S)-(+)-3-phenylbutyric acid of 89% ee.

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