METHOD OF PRODUCING CURCULIGOSIDE A GLYCOSIDE Russian patent published in 2024 - IPC C07H1/00 C07H15/203 

FIELD: organic chemistry.

SUBSTANCE: disclosed is a method of producing curculigoside A glycoside, which consists in placing toluene in a flask, adding 5-hydroxysalicylic aldehyde and dissolving in toluene, then adding 4-dimethylaminopyridine in acetic anhydride, after which the obtained reaction mass is stirred at room temperature to obtain 5-acetyloxysalicylic aldehyde, which is then placed in a flask together with silver (I) oxide and acetobromoglucose, dissolved in quinoline and stirred at room temperature for 2 hours to obtain 5-(acetyloxy)-2-[(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy]benzaldehyde, which is dissolved in ethyl acetate, sodium borohydride is added and stirred at room temperature to obtain 5-(acetyloxy)-2-(hydroxymethyl)phenyl-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside, which is then dissolved together with tetrabromomethane in ethyl acetate in argon medium, and then adding triphenylphosphine, stirring at room temperature for 0.5 hour, then potassium carbonate and 2,6-dimethoxybenzoic acid are added and dissolved in N,N-dimethylformamide, followed by stirring for 16 hours at room temperature to obtain curculigoside A glycoside pentaacetate, which is dissolved in dichloromethane, adding methanol and 36 wt.% hydrochloric acid and stirring at room temperature to obtain curculigoside A glycoside, where mixing at the stage of producing 5-acetyloxysalicylic aldehyde is carried out for 1 hour, at the stage of obtaining 5-(acetyloxy)-2-(hydroxymethyl)phenyl-(2,3,4,6-tetra-O-acetyl)-β-D-glucopyranoside is added with distilled water, and stirring is carried out for 6 hours, and stirring at the stage of producing curculigoside A glycoside is carried out for 19 hours.

EFFECT: development of a method for producing curculigoside A glycoside, which is characterized by an increase in the total output of curculigoside A glycoside from 14,5% to 21% in comparison with the prototype.

1 cl, 19 dwg, 1 ex