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通过区域和立体选择性糖苷化实现的肝素单糖和二糖的新型高效合成路线。

Novel efficient routes to heparin monosaccharides and disaccharides achieved via regio- and stereoselective glycosidation.

作者信息

Yu Henry N, Furukawa Jun-ichi, Ikeda Tsuyoshi, Wong Chi-Huey

机构信息

Department of Chemistry and Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.

出版信息

Org Lett. 2004 Mar 4;6(5):723-6. doi: 10.1021/ol036390m.

DOI:10.1021/ol036390m
PMID:14986959
Abstract

A new methodology for the synthesis of heparin building blocks has been developed. We describe novel efficient routes to both L-iduronic acid and D-glucuronic acid acceptors. Glycosylation with thioglycosides donors gave corresponding disaccharides in a regio- and stereoselective fashion. An improved approach to synthesizing azido-glucose thioglycoside donor to render azido-sugar from mannose via nucleophilic substitution is described. [reaction: see text]

摘要

一种用于合成肝素结构单元的新方法已被开发出来。我们描述了合成L-艾杜糖醛酸和D-葡萄糖醛酸受体的新型高效路线。用硫代糖苷供体进行糖基化反应以区域和立体选择性的方式得到了相应的二糖。本文描述了一种改进的合成叠氮葡萄糖硫代糖苷供体的方法，该方法通过亲核取代从甘露糖制备叠氮糖。[反应：见正文]

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Novel efficient routes to heparin monosaccharides and disaccharides achieved via regio- and stereoselective glycosidation.通过区域和立体选择性糖苷化实现的肝素单糖和二糖的新型高效合成路线。
Org Lett. 2004 Mar 4;6(5):723-6. doi: 10.1021/ol036390m.
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