1,2,4-Triazole nucleosides

Details 1,2,4-Triazole nucleosides 1,2,4-Triazole nucleosides

1977-03-28

1978-11-14

Brown, Johnnie R.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carbohydrates or derivatives

424180, 536 23, C07H 1906, C07H 1910

Patent

active

RE0298352

ABSTRACT:
As antiviral agents and intermediates therefor, 3-substituted 1-(.beta.-D-glycosyl)-1,2,4-triazoles, O-acylated analogs thereof, and 5'- and 3',5'-cyclic phosphates of the triazole nucleosides, "glycosyl" being [a pentofuranosyl moiety, preferably one whose 2'-oxygen is trans to the triazole aglycon, e.g., xylofuranosyl,] ribofuranosyl, [2-0-methylribofuranosyl, etc.,] the triazole aglycon being 3-substituted with cyano, methylcarboxylate, carboxamidoxime, carboxamido-, thiocarboxamido, or carboxamidine. Preparation of these nucleosides is by silylation of the substituted triazole followed by glycosylation with the appropriate blocked glycosyl halide. Alternatively, acid-catalyzed fusion of the requisite 1,2,4-triazole with an O-acylated pentofuranose yields the nucleosides.

REFERENCES:
patent: 3541079 (1970-11-01), Schramm et al.

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