Abstract

5-Thio- d-glucopyranosyl phosphate was prepared by reaction of the acetylated glycopyranosyl bromide with silver diphenyl phosphate followed by hydrogenolysis of the phenyl groups and deacetylation. 5-Thio- d-glucopyranose 6-phosphate was prepared from methyl 5-thio-2,3,4,6-tetra- O-(trimethylsilyl)-α- d-glucopyranoside by preferential removal of the trimethylsilyl group at O-6 by methanolysis, phosphorylation with diphenyl phosphorochloridate, and removal of the trimethylsilyl and phenyl groups. Both phosphates were obtained crystalline as their dicyclohexyl-ammonium salts.

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