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寡糖的快速组装:布氏锥虫糖基磷脂酰肌醇锚定物的全合成

Rapid Assembly of Oligosaccharides: Total Synthesis of a Glycosylphosphatidylinositol Anchor of Trypanosoma brucei.

作者信息

Baeschlin Daniel K, Chaperon André R, Charbonneau Virginie, Green Luke G, Ley Steven V, Lücking Ulrich, Walther Eric

机构信息

Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW (UK), Fax: (+44) 1223-336442.

出版信息

Angew Chem Int Ed Engl. 1998 Dec 31;37(24):3423-3428. doi: 10.1002/(SICI)1521-3773(19981231)37:24<3423::AID-ANIE3423>3.0.CO;2-I.

Abstract

Six building blocks, six reaction steps: The recently developed innovative methodology facilitated the convergent synthesis of the complex oligosaccharide core 1 (shown here with protecting groups) for the total synthesis of a glycosylphosphatidylinositol (GPI) anchor. The key factors are the tuning of the reactivity of the building blocks by using 1,2-diacetal protecting groups and the desymmetrization of glycerol and myo-inositol with a chiral bis(dihydropyran).

摘要

六个结构单元,六个反应步骤:最近开发的创新方法促进了用于糖基磷脂酰肌醇(GPI)锚定物全合成的复杂低聚糖核心1(此处显示为带有保护基)的汇聚合成。关键因素是通过使用1,2-二缩醛保护基来调节结构单元的反应性,以及用手性双(二氢吡喃)对甘油和肌醇进行去对称化。

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