Synthesis and reactions of 2-(5-amino-4-carbamoylimidazol-1-yl)-2-de-oxy-D-glucose, an analogue of a naturally occurring imidazole nucleoside
Abstract
Treatment of D-glucosamine with ethyl N-[carbamoyl(cyano)methyl]formimidate (I) gave the title compound (IIa), an analogue of the nucleoside corresponding to AICAR (5-amino-1-β-D-ribofuranosylimidazole-4-carboxamide 5′-phosphate), in which the linkage between sugar and base is not a glycosidic link.
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