METHOD OF PRODUCING CARBOPROST AND ITS TROMETHAMINE SALT Russian patent published in 2020 - IPC C07C405/00 

FIELD: chemical or physical processes.

SUBSTANCE: invention relates to a method of producing carboprost of formula I and a tromethamine salt thereof of formula Ia through selective alkylation of an enone of general formula II, where R denotes a protective group, by reduction of the resulting enol of general formula III, where the value of R is defined above, by removing the R-protective group of the lactol derived from general formula IV, by reacting epimers of formula V of lactol in a Wittig reaction to obtain epimers of formula VI of carboprost, by converting epimers of carboprost to their methyl ester, by chromatographic separation of epimers of formula VII of methyl ester, by hydrolysis of epimer of formula VIII, and, if necessary, by producing tromethamine salt carboprost, providing that selective alkylation is carried out in the presence of a chiral auxiliary in an aprotic organic solvent with a Grignard reagent, chromatography is carried out by means of gravitational chromatography on silica gel, tromethamine salt is obtained by using solid tromethamine base, eluent, used for gravitation chromatography on silica gel, contains base or in the course of gravitational chromatography on silica gel weakly basic silica gel is used.

EFFECT: disclosed is a method of producing carboprost and its tromethamine salt.

17 cl, 8 dwg, 8 ex