Resolution of β-hydroxy-α-amino acids by the action of proteases on their N-acyl methyl esters

R Chênevert, M Létourneau…

Index: Chenevert, Robert; Letourneau, Martin; Thiboutot, Sonia Canadian Journal of Chemistry, 1990 , vol. 68, # 6 p. 960 - 963

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Citation Number: 24

Abstract

Methyl N-acetyl phenylserinates (1, 2), methyl N-acetyl nitrophenylserinates (3, 4), and methyl N-benzoyl threoninates (5, 6) were resolved conveniently into the enantiomers with high optical purities by enzymatic hydrolysis in the presence of α-chymotrypsin, subtilisin, or bromelain. The threo and erythro forms were treated separately and the latter form was usually more reactive. Chymotrypsin and subtilisin are highly specific for the enantiomer ...