METHOD OF SYNTHESIS OF 2′, 3′-DIDEHYDRO-3′-DEOXYTHYMIDINE Russian patent published in 1995 - IPC

FIELD: organic chemistry. SUBSTANCE: product: 2′, 3′-didehydro-3′-deoxythymidine which is synthesized by interaction of 1,2-o-isopropylidine-α-D-xylofuranose with benzyl chloride in the mixture CH₂C₁₂/C₅H₅N (4/1, vol. ) at the ratio 1: (0.7-1.2) mole followed by acylation with acetic anhydride in acetic acid with addition of sulfuric acid at molar ratios 1: (20-40):(3-6):(1-4) and condensing with silylated thymine in the presence of SnCl₄ at molar ratio 1:(1-1.2):(1-1.5) in acetonitrile solution and followed deblocking hydroxyl groups at heating (65-70 C) in acetonitrile medium in the presence of 1 M H₂SO₄ solution and repeated addition of protective group and treatment with methanesulfochloride in pyridine. Double bond is added at heating (100-150 C) formed compound with NaJ at molar ratio 1:(1-100) in dimethoxyethane medium and protective group removal by treatment with MeONa excess in methanol. Synthesized compound is used for treatment of patients with AIDS disease. EFFECT: improved method of synthesis.