2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranosyl- and 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyl azides were transformed into the corresponding per-O-acetylated N-(beta-D-glycopyranosyl) amides via a PMe(3) mediated Staudinger protocol (generation of N-(beta-D-glycopyranosyl)imino-trimethylphosphoranes followed by acylation with carboxylic acids, acid chlorides or anhydrides). The deprotected compounds obtained by Zemplen deacetylation were evaluated as inhibitors of rabbit muscle glycogen phosphorylase b. The best inhibitor of this series has been N-(beta-D-glucopyranosyl) 3-(2-naphthyl)-propenoic amide (K(i)=3.5microM).

中文翻译：

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作为糖原磷酸化酶抑制剂的N-（β-D-吡喃葡萄糖基）-和N-（2-乙酰氨基-2-脱氧-β-D-吡喃葡糖基）酰胺的合成。

将2,3,4,6-四-O-乙酰基-β-D-吡喃葡萄糖基-和2-乙酰氨基-3,4,6-三-O-乙酰基-2-脱氧-β-D-吡喃葡糖基叠氮化物转化为通过PMe（3）介导的Staudinger协议（通过生成N-（β-D-Glycopyranosyl）亚氨基-三甲基磷光烷，然后与羧酸，酰氯酰化，生成相应的过O-乙酰化N-（β-D-Glycopyranosyl）酰胺或酸酐）。通过Zemplen脱乙酰基作用获得的脱保护的化合物被评估为兔肌肉糖原磷酸化酶b的抑制剂。该系列中最好的抑制剂是N-（β-D-吡喃葡萄糖基）3-（2-萘基）-丙烯酰胺（K（i）= 3.5microM）。