Oligosaccharide synthesis in microreactors

被引：83

作者：

Carrel, Frederic R. ^{[1
]}

Geyer, Karolin ^{[1
]}

Codee, Jeroen D. C. ^{[1
]}

Seeberger, Peter H. ^{[1
]}

机构：

[1] ETH, Swiss Fed Inst Technol, Organ Chem Lab, CH-8093 Zurich, Switzerland

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 12期

关键词：

D O I：

10.1021/ol0705503

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Described is the combination of microreactors and fluorous phase chemistry to assemble oligosaccharides. The synthesis of a beta-(1 -> 6) linked D-glucopyranoside homotetramer serves to illustrate this approach. Glycosylations employing a Fmoc-protected glucosyl phosphate building block were performed in a silicon-based micro-structured device to optimize reaction conditions and for reaction scale-up. A perfluorinated linker at the reducing end of the oligosaccharides allowed for purification by fluorous solid-phase extraction (FSPE) and further functionalization.

引用

页码：2285 / 2288

页数：4

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