Triazole and Imidazole Reversed Nucleosides of L-Idose and D-Glucose |
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Authors: | L. Vanbaelinghem P. Martin D. Postel G. Goethals D. F. Ewing G. Mackenzie |
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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 |
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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. |
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