Microwave-assisted synthesis of N-glycolylneuraminic acid derivatives

被引：4

作者：

Chopra, Pradeep ^{[1
]}

Madge, Paul D. ^{[1
]}

Thomson, Robin J. ^{[1
]}

Grice, I. Darren ^{[1
]}

von Itzstein, Mark ^{[1
]}

机构：

[1] Griffith Univ, Inst Glyc, Griffith, Qld 4222, Australia

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 41期

基金：

澳大利亚研究理事会; 英国医学研究理事会;

关键词：

Sialic acid; Microwave; de-N-acetylation; N-Glycolylneuraminic; alpha-2,8-Polysialic acid; ACETYLNEURAMINIC ACID; SIALIC ACIDS; NEURAMINIC ACID; POLYSIALIC ACID; METHYL; GANGLIOSIDES; GLYCOSIDES; ABSENCE; ACETYL; OVENS;

D O I：

10.1016/j.tetlet.2013.07.107

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A rapid, efficient and scalable synthesis of biologically-relevant N-glycolylneuraminic acid derivatives from the natural N-acetyl (Neu5Ac) precursors has been developed. Microwave irradiation provides accelerated de-N-acetylation compared to more traditional methods, with optimised NaOH-promoted de-N-acetylation in only 15 min. The prepared amines were readily re-N-acylated to afford the corresponding N-glycolyl (Neu5Gc) analogues. (C) 2013 Elsevier Ltd. All rights reserved.

引用

页码：5558 / 5561

页数：4

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