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3-氨基脱氧吡喃糖在糖基化中的应用:寡糖的多样性导向合成与组装。

3-Aminodeoxypyranoses in Glycosylation: Diversity-Oriented Synthesis and Assembly in Oligosaccharides.

机构信息

Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Huazhong University of Science and Technology, 13 Hangkong Road, Wuhan, Hubei, 430030, China.

Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore.

出版信息

Angew Chem Int Ed Engl. 2017 May 2;56(19):5227-5231. doi: 10.1002/anie.201700178. Epub 2017 Mar 20.

Abstract

A concise, diversity-oriented approach for the synthesis of naturally occurring 3-amino- and 3-nitro-2,3,6-trideoxypyranose derivatives and analogues thereof from simple sugars has been developed. In addition, we investigated the synthesis of various 3-aminoglycosyl donors and their application in glycosylation reactions. These studies led to the successful synthesis of a tetrasaccharide containing four different 3-aminosugar components using ortho-alkynylbenzoate donors.

摘要

已经开发出一种简洁、面向多样性的方法,可从简单糖中合成天然存在的 3-氨基和 3-硝基-2,3,6-三脱氧吡喃糖衍生物及其类似物。此外,我们还研究了各种 3-氨基糖苷供体的合成及其在糖苷化反应中的应用。这些研究导致使用邻炔基苯甲酸酯供体成功合成了含有四个不同 3-氨基糖成分的四糖。

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