[Synthesis and properties of acyclic analogs of ribavirin].

Abstract

Acyclic analogues of ribavirine, viz. 1-(1-hydroxy-4-oxahex-3-yl)-, 1-(1-chloro-4-oxahex-3-yl)-, 1-(1,2-dihydroxy-4-oxahex-3-yl)-, 1-(1,6-dihydroxy-4-oxahex-3-yl)-, 1-(1-chloro-6-hydroxy-4-oxahex-3-yl)-, and 1-(1,2,6-trihydroxy-4-oxahex-3-yl)-1,2,4-triazole-3-carboxamide, with the C3'-C4' bond of the furanose ring cleaved, have been prepared by condensation of trimethylsilyl derivatives of 3-ethoxycarbonyl-1,2,4-triazole with alkylating agents in the presence of SnCl4 followed by treatment with methanolic ammonia. Convenient methods for synthesis of the alkylating agents were elaborated.

Cite this paper

@article{Tsilevich1987SynthesisAP, title={[Synthesis and properties of acyclic analogs of ribavirin].}, author={T L Tsilevich and Svetlana V. Kochetkova and Irina Shchaveleva and Igor P. Smirnov and B. P. Gottikh}, journal={Bioorganicheskaia khimiia}, year={1987}, volume={13 9}, pages={1240-4} }