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Overview

A two-step chemoenzymic synthesis of (R)-2-amino-1-(2-furyl)ethanol for laboratory production was developed followed by successful up-scaling to kilogram scale.The generation of the asym. center was accomplished by a highly enantioselective cyanohydrin reaction of furan-2-carbaldehyde with hydrocyanic acid catalyzed by the hydroxynitrile lyase from Hevea brasiliensis.Subsequent sodium borohydride reduction furnished the desired product with an enantiomeric excess of higher than 99.5%.This procedure can be considered a convenient general route for the stereoselective synthesis of ethanol amine derivatives underlining the role of biocatalysis for the generation of stereogenic centers in the synthesis of chiral intermediates.

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