The mild cleavage of 2-amino-2-deoxy-D-glucoside methoxycarbonyl derivatives

…, SL Adamski-Werner, JB Bernard, G Poulenat…

文献索引：Yeung; Adamski-Werner; Bernard; Poulenat; Petillo Organic letters, 2000 , vol. 2, # 20 p. 3135 - 3138

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被引用次数: 12

摘要

The conversion of methyl carbamate to the corresponding free amine is described for a series of 2-amino-2-deoxy-d-glucosamine derivatives. Cleavage of methoxycarbonyl moiety with MeSiCl3 and triethylamine in dry THF at 60° C and subsequent aqueous hydrolysis yields the free amine in 54 to 93% yields. The selective cleavage of methyl carbamates with MeSiCl3 in the presence of a 2, 2, 2-trichloroethoxycarbonyl group or 2-azido glycosides ...