Synthesis and antiviral evaluation of some novel [1,2,4]triazolo[4,3‐β][1,2,4]triazole nucleoside analogs

Academic Article

Abstract

  • Ribosylation of 3‐amino‐5H‐[1,2,4]triazolo[4,3‐b][1,2,4]triazole (1) with l‐O‐acetyl‐2,3,5‐tri‐O‐benzoyl‐D‐ribofuranose and stannic chloride resulted in the following protected nucleoside analogs: 3‐amino‐1‐(2,3,5‐tri‐O‐benzoyl‐β‐D‐ribofuranosyl)[1,2,4]triazolo[4,3‐β][1,2,4]triazole (4), 3‐amino‐1‐(2,3,5‐tri‐O‐benzoyl‐α‐D‐ribofuranosyl)[1,2,4]triazolo[4,3‐β][1,2,4]triazole (5), 3‐amino‐1‐(2,3,5‐tri‐O‐benzoyl‐β‐D‐ribofuranosyl)[1,2,4]triazolo[4,3‐β][1,2,4]triazole (5), and 3‐(2,3,5‐tri‐O‐benzoyl‐β‐D‐ribofuranosyl) amino‐5H‐[1,2,4]triazolo[4,3‐b]‐[1,2,4]triazole (7). Compounds 4–6 were deprotected to 3‐amino‐1‐β‐D‐ribofuranosyl[1,2,4]triazolo[4,3‐b][1,2,4]‐triazole (3), 3‐amino‐1‐α‐D‐ribofuranosyl[1,2,4]triazolo[4,5‐b][1,2,4]triazole (8), and 3‐imino‐2H‐2‐β‐D‐ribo‐furanosyl[1,2,4]triazolo[4,3‐b][1,2,4]triazole (9), while 7 could not be deprotected without decomposition. Compounds 1, 4, 6, 7, and 9 were screened and found to have no antiviral activity. Copyright © 1993 Journal of Heterocyclic Chemistry
  • Published In

    Digital Object Identifier (doi)

    Pubmed Id

  • 10782148
  • Start Page

  • 1289
  • End Page

  • 1292
  • Volume

  • 30
  • Issue

  • 5