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Solvent effects in lipase-catalysed transesterification reactions.

L T Kanerva·J Vihanto·M H Halme·J M Loponen·E K Euranto
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Abstract

Porcine pancreatic lipase-catalysed transesterifications of 2,2,2-trifluoroethyl butyrate with racemic 2-octanol and 1-phenylethanol have been studied in different organic solvents. Solvent hydrophobicity (log P -1.1 to 3.3) has only a minor effect on the reaction rate. Independently of the solvent used as the reaction medium, both (R)-2-octyl and (R)-1-phenylethyl butyrates were obtained in high optical purity (ee greater than 90%). Candida cylindracea lipase is active only in the most hydrophobic solvents studied.

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AnimalsBenzyl AlcoholsButyratesCandidaCatalysisEsterificationHydrocarbons, FluorinatedLipaseOctanolsPancreasSolventsStereoisomerismStructure-Activity RelationshipSwineJournal ArticleResearch Support, Non-U.S. Gov't

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L T Kanerva, J Vihanto, M H Halme, J M Loponen, E K Euranto. 1990. Solvent effects in lipase-catalysed transesterification reactions.. https://doi.org/10.3891/acta.chem.scand.44-1032

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