FIELD: chemistry.
SUBSTANCE: invention relates to an enantioselective method of producing (S)-(-)-6-benzyloxy-3,4-dihydro-2,5,7,8-tetramethyl-2H-1-benzopyran-2-methanol which can be used for synthesis of vitamins. The disclosed method involves kinetically selective acetylation of (±)-6-benzyloxy-3,4-dihydro-2,5,7,8-tetramethyl-2H-1-benzopyran-2-methanol with vinyl acetate under the action of commercially available lipase Amano PS from Burkholderia cepacia yeast in ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate, [bmim]PF6, followed by extraction of the acetylation product and treatment thereof with 1M solution of sodium methylate in methyl alcohol using a known technique.
EFFECT: design of a novel method while achieving high optical purity of the product, possibility of recycling the enzyme and environmentally acceptable solvent in the reaction.
4 cl, 6 ex
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Authors
Dates
2012-02-27—Published
2010-06-23—Filed