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Triazole and Imidazole Reversed Nucleosides of L-Idose and D-Glucose
Authors:L. Vanbaelinghem  P. Martin  D. Postel  G. Goethals  D. F. Ewing  G. Mackenzie
Affiliation:1. Laboratoire de Chimie Organique et Cinétique , Université de Picardie Jules Verne , 80039, Amiens, France;2. Department of Chemistry , University of Hull , HU6 7RX, Hull, UK
Abstract:Abstract

6-azido-6-deoxy-gluco-(galacto)pyranose and 5-azido-5-deoxy-glucofuranose derivatives were used to obtain reversed nucleoside analogues with either the 5-aminoimidazole-4-carboxamide or 5-amino-1,2,3-triazol-4-carboxamide groups attached, through the N-1 site, to the C-6′ (C-5′) site of the sugar. When deprotected some of these compounds cyclised spontaneously to form a bond between the exocylic nitrogen and the anomeric carbon of the sugar.
Keywords:
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