METHOD OF PRODUCING HIGH-OPTICAL PURITY CARVEDIOL Russian patent published in 2011 - IPC C07D209/88 

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing high-optical purity chiral carvediol of formula I, involving reaction of an amine compound of formula 4 with a chiral glycidol compound of formula 5 to obtain a compound of formula 6 by opening the ring of formula 5 under the effect of the formula 4 compound and then in situ intramolecular cyclisation to obtain a compound of formula 6; removing the protective group for the hydroxy group of the formula 6 compound to obtain a compound of formula 2; reaction of the compound of formula 2 with a halogenating agent, sulphonylation agent or Mitsunobu reagent to activate the hydroxyl group of the formula 2 compound, with a subsequent nucleophilic substitution reaction with 9H-4-hydroxycarbazole to obtain a compound of formula 7; and removing the protection from the obtained compound of formula 7 in the presence of an inorganic base to obtain the desired chiral carvediol of formula 1; Formula 1 , Formula 2 , Formula 4 , Formula 5 , Formula 6 , Formula 7 , where * denotes a chiral centre, X denotes oxygen or sulphur, Y denotes a leaving group, and R₁ denotes a protective group for the hydroxy group.

EFFECT: method does not require a complex purification method, does not cause deterioration of optical purity.

4 cl, 5 dwg, 26 ex