Lipase-catalyzed resolution of eaters of 4-chloro-3-hydroxybutanoic acid: effects of the alkoxy group and solvent on the enantiomeric ratio

Various lipases have been investigated for their potential use as catalysts for the resolution of esters of 4-chloro-3-hydroxybutanoic acid via transe sterification in organic solvents. Rhizomucor miehei lipase was found to be the most efficient lipase, with the enantiomeric ratio (E) being dependent upon of the nature of the alkoxy group of the ester and the resolution med ium. Higher E-values were obtained when transesterification was performed i n benzene or carbon tetrachloride than was the case in hexane. In mixtures of benzene and hexane the trend in E-values followed a linear relationship. (C) 1999 Elsevier Science Ltd. All rights reserved.