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从D-木糖的酮糖合成新的氨基糖衍生物。

Synthesis of new amino sugar derivatives from keto-sugars of D-xylose.

作者信息

Ji Xiao-Ming, Mo Juan, Liu Hong-Min, Sun He-Ping

机构信息

New Drug Research & Development Center, Zhengzhou University, Zhengzhou 450052, PR China.

出版信息

Carbohydr Res. 2006 Oct 16;341(14):2312-20. doi: 10.1016/j.carres.2006.06.018. Epub 2006 Jul 25.

DOI:10.1016/j.carres.2006.06.018
PMID:16870167
Abstract

Several amino sugars and imino sugar derivatives were synthesized from keto-sugars of D-xylose through a series of reactions such as the Henry reaction, hydrogenation reactions, and nucleophilic addition reactions or substitution reactions. Thiazine derivative 15 was obtained by the reaction of the keto-sugar with NH(2)CSNH(2). Higher carbon sugar 16 was accidentally prepared at room temperature from the keto-sugar in the presence of NH(2)CONH(2). The structures of the compounds were confirmed by spectral analysis. The absolute configurations of all asymmetric carbon atoms of 6 and 8 were confirmed by X-ray crystallographic analysis.

摘要

通过一系列反应,如亨利反应、氢化反应、亲核加成反应或取代反应,从D-木糖的酮糖合成了几种氨基糖和亚氨基糖衍生物。噻嗪衍生物15是由酮糖与NH(2)CSNH(2)反应得到的。在NH(2)CONH(2)存在下,酮糖在室温下意外制备出了高碳糖16。通过光谱分析确定了化合物的结构。通过X射线晶体学分析确定了6和8所有不对称碳原子的绝对构型。

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