| 摘要 |
FIELD: chemistry.SUBSTANCE: claimed invention relates to method of synthesising salt of 4-demethoxydaunorubicine, which has chemical structure of formula(I): where Anrepresents anion, which can be used in treatment of acute myeloid leukosis. At the first stage of claimed method hydrochloride salt of daunorubicine is converted into 3'-protected daunorubicine (3'-prot.-daunorubicine) of formula (III) by bringing in contact with azide-forming reagent or in 3'-prot.-daunorubicine of formula (IV) by bringing in contact with trifluoroacetylating reagent. At the second stage demethylation of 3'-prot.-daunorubicine of formula(III) or(IV) by contact with "mild" Lewis acid in water-free solvent results in obtaining 4-demethyl-3'-prot.-daunorubicine of formula (V) or(VI) respectively, whose further trifluoromethanesulphonylation by bringing in contact with trifluoromethanesulphonylating reagent results in 4-O-trifluoromethanesulphonyl-3'-(prot.daunorubicine) of formula (VII) or(VIII) respectively, 4-T1-3'-protective daunorubicine. Reduction of compound of formula (VII) or (VIII) by bringing in contact with reducing agent results in obtaining 4-demethoxy-3'-prot.-daunorubicine of formula(IX) or (X) respectively, 3'-protective-4-demethoxydaunorubicine, and the following removal of protective group 3'-prot. from 4-demethoxy-3'-prot.- daunorubicine of formula (IX) or formula (X), at which compound of formula (IX) is brought in contact with azide-reducing reagent, with compound (X) being brought in contact with alkali solution, results in obtaining 4-demethoxydaunorubicine. In contact of the latter with acid of formula HAnsalt of 4-demethoxydaunorubicine is obtained.EFFECT: claimed method makes it possible to obtain target product with high output.12 cl, 1 tbl, 7 ex |
