METHOD FOR PREPARING (5Z,9Z)-5,9-DOCOSADIENOIC ACID EXHIBITING INHIBITORY ACTION ON HUMAN TOPOISOMERASE I Russian patent published in 2015 - IPC C07C57/03 C07C51/31 A61K31/19 A61P31/00 A61P35/00 

FIELD: chemistry.

SUBSTANCE: invention refers to preparing (5Z,9Z)-5,9-docosadienoic acid of formula (1) exhibiting the inhibitory action on human topoisomerase I. (5Z,9Z)-5,9-Docosadienoic acid is prospective as a drug preparation possessing antitumour, antiviral and antibacterial action. Substance of the method consists in the fact that tetrahydropyrane ester of 5,6-heptadien-1-ole (4) and 1,2-pentadecadiene (5) interacts with Grignard reagent RMgX (R = Me, Et, Pr, Bu, Oct; X = Cl, Br, I) in diethyl ester in the presence of metal Mg (powder) and catalyst titanocendichloride Cp₂TiCl₂, in molar ratio (4):(5) : RMgX : Mg : Cp₂TiCl₂=10:12:(30-50):32:(0.4-0.6), in the argon atmosphere at temperature 0-35°C at atmospheric pressure over 6-10 h; the reaction mixture is processed with 5% aqueous HCl to prepare 2-[(5Z,9Z)-5,9-docosadien-l-yloxy]tetrahydro-2H-pyrane (6), which is oxidised by Jones reagent.

EFFECT: improving the properties.

2 cl, 1 dwg, 1 tbl, 15 ex