文献类型：期刊文献

英文题名：6- O -Amino-2- O -carboxymethyl glucopyranoside as novel glycoaminoxy acid building block for the construction of oligosaccharide mimetics

作者：Song, Zhuo[1]; He, Xiao-Peng[1,2]; Chen, Guo-Rong[1]; Xie, Juan[2]

机构：[1] Key Laboratory for Advanced Materials, Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237, China; [2] PPSM, ENS Cachan, CNRS, 61 Ave President Wilson, 94230 Cachan, France

年份：2011

期号：17

起止页码：2761

外文期刊名：Synthesis

收录：EI(收录号：20113514276452)

语种：英文

外文关键词：Scaffolds - Synthesis (chemical)

摘要：The synthesis of diversely functionalized carbohydrate building blocks is of great interest towards the generation of new carbohydrate mimetics. Glycoaminoxy acids are recently developed glycoamino acid analogues with both an aminoxy and a carboxyl group connected to the sugar scaffold. These molecules could be readily used for the synthesis of various glycoconjugates through N-oxy amide or oxime bond, thus providing a potent tool for the design of novel functional carbohydrate mimetics. Here, the efficient synthesis of 2,6-functionalized pyranoid glycoaminoxy acid from commercially available methyl glucopyranoside is reported. The subsequent assembly of this glycoaminoxy acid building unit via N-acylation led successfully to the novel 2,6-linked oligosaccharide mimetics. ? Georg Thieme Verlag Stuttgart - New York.