METHOD OF ARALKYLATION OF 4'-HYDROXYL GROUP OF ANTHRACYCLINES Russian patent published in 2015 - IPC C07H15/24 A61K31/704 

Abstract RU 2563453 C2

FIELD: chemistry.

SUBSTANCE: claimed invention relates to a method of obtaining anthracyclines of formula 1 and can be used in the chemical industry, where: R1=H, OH, OMe; R2=H, OH, or OCOalk1; where alk1 represents an alkyl, alkenyl or alkinyl C1-C12, 4'-OCH2-R3; R3 represents H, alk1 or an optionally substituted aryl; An- is an anion of a strong acid; is obtained by alkylation by means of R3-CH2X, where X is selected from Cl-, Br-, I-, Ts, CH3SO2O-, CF3SO2O, via stages: (a) obtaining salt of formula 2 (b) its incubation with the solution TfN3 in dichloromethane to the formation of respective 3'-N3-daunorubicin, (c) dissolution of the stage (b) product in an aprotic solvent; (d) interaction of the stage (c) product with an excess of R3-CH2X and base to obtaining respective 4'OR3-3'-N3-daunorubicin, (e) interaction of the stage (d) product in THF with triphenylphosphine to obtaining respective 4'-OR3-daunorubicin, (f) interaction of the stage (e) product in an aprotic solvent with a halogenating agent to obtaining a derivative, halogenated in 14 position, (g) hydrolysis of the stage (f) product.

EFFECT: claimed is the novel effective method of obtaining derivatives of anthracyclines.

14 cl, 1 dwg, 1 ex

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RU 2 563 453 C2

Authors

Zabudkin Aleksandr

Matvienko Viktor

Matveev Aleksej

Itkin Aleksandr

Dates

2015-09-20Published

2008-12-09Filed