Lipase-catalyzed hydrolysis of some racemic 1-acetoxy-2-arylpropanes.

Abstract:

:Racemic 1-acetoxy-2-phenylpropane (12) and 1-acetoxy-2-(2-naphthyl)propane (33) were hydrolyzed with lipase at 35-36 degrees C for 2 and 24 h to give predominantly (S)-2-phenyl-1-propanol (11) and (S)-2-(2-naphthyl)-1-propanol (32), respectively. However, racemic 1-acetoxy-2-(1-naphthyl)propane (25) was recovered intact even when the reaction was carried out for 240 h. On the other hand, the enantioselectivities towards racemic 2-phenyl (16), 2-(p-tolyl) (20), 2-(1-naphthyl) (28), and 2-(2-naphthyl) (36) derivatives of 1-acetoxy-2-propanol were very low.

authors

Matsumoto T,Takeda Y,Iwata E,Sakamoto M,Ishida T

doi

10.1248/cpb.42.1191

subject

Has Abstract

pub_date

1994-06-01 00:00:00

pages

1191-7

issue

6

eissn

0009-2363

issn

1347-5223

journal_volume

42

pub_type

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