METHOD OF PRODUCING (S)-(-)-6-BENZYLOXY-3,4-DIHYDRO-2,5,7,8-TETRAMETHYL-2H-1-BENZOPYRAN-2-YLMETHANOL Russian patent published in 2012 - IPC C07D311/04 

Abstract RU 2443695 C1

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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RU 2 443 695 C1

Authors

Shafikov Ruslan Vavisovich

Spivak Anna Jul'Evna

Odinokov Viktor Nikolaevich

Dates

2012-02-27Published

2010-06-23Filed