A new strategy for stereoselective synthesis of sialic acid-containing glycopeptide fragment

被引：19

作者：

Wang, ZG

Zhang, XF

Ito, Y

Nakahara, Y

Ogawa, T

机构：

[1] RIKEN,INST PHYS & CHEM RES,WAKO,SAITAMA 35101,JAPAN

[2] UNIV TOKYO,GRAD SCH AGR & LIFE SCI,BUNKYO KU,TOKYO 113,JAPAN

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 1996年 / 4卷 / 11期

关键词：

D O I：

10.1016/S0968-0896(96)00172-1

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Sialic acid donor 5, which has a thiophenyl group as a stereocontrolling auxiliary and thiomethyl group as a leaving group was prepared and subjected to model glycosylation. Reactions with acceptor substrates 6, 7, and 8 gave coupled products 9b, 10b, and 11b, respectively, in a higher efficiency than previously observed for the bromide la. This reaction was further applied to the synthesis of protected glyco-amino acid fragment 12, that is strategically designed for the synthesis of sialic acid containing glycopeptides. Copyright (C) 1996 Elsevier Science Ltd

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页码：1901 / 1908

页数：8

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