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Abstract
Enzyme-catalyzed synthesis of fatty acid guaifenesin esters through transesterification was performed in acetone. Guaifenesin and vinyl fatty acid esters were used as substrates and the reactions were catalyzed by lipase from Mucor miehei (Lipozyme ®). Guaifenesin was regioselectively acylated at the primary hydroxyl groups and guaifenesin derivatives with long chain acyl group were prepared in good yields. Various reaction conditions were examined in detail. The results showed that immobilized lipase from M. miehei had the highest activity and a maximum yield of 88% was obtained in acetone, which was accepted by the EEC for use in the manufacture of food products and pharmacology.
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