Synthesis of 2-Amino-2,5-dideoxy-5-hydroxyphosphinyl-D-mannopyranose Derivatives: New Phospho-sugar Analogues of D-Mannosamine

Abstract

3,6-Di-O-benzyl-5-deoxy-5-dimethylphosphinyl-1,2-O-isopropylidene-α-D-glucofuranose 5 was converted, in four steps, into methyl 2-acetamido-3,6-di-O-benzyl-2,5-dideoxy-5-dimethoxyphosphinyl-α-D-mannofuranoside 7, which led to 3,5-di-O-benzyl derivatives 9 of a P-in-the-ring D-mannosamine analogue.

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