Synthesis of certain nucleoside methylenediphosphonate sugars as potential inhibitors of glycosyltransferases

MM Vaghefi, RJ Bernacki, WJ Hennen…

Index: Vaghefi; Bernacki; Hennen; Robins Journal of Medicinal Chemistry, 1987 , vol. 30, # 8 p. 1391 - 1399

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Citation Number: 76

Abstract

The synthesis of aD-glUCOpyranOSyl 1-(methylenediphosphonate)(ll), aD-galactopyranosyl 1-(methylenediphosphonate)(14), and aD-mannopyranosyl 1-(methylenediphosphonate)(17 ) has been accomplished.[(Di-phenoxyphosphinyl) methyl] phosphonic acid (diphenyl- MDP)(5), synthesized by two different procedures, was fused with@-D-glUCOpyranOSe pentaacetate followed by catalytic hydrogenation to give 2, 3, 4, 6-tetra-O-acety1-a-~- ...

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