Synthesis and biological evaluation of sulfur isosteres of the potent influenza virus sialidase inhibitors 4-amino-4-deoxy- and 4-deoxy-4-guanidino-Neu5Ac2en

被引：36

作者：

Kok, GB ^{[1
]}

Campbell, M ^{[1
]}

Mackey, B ^{[1
]}

vonItzstein, M ^{[1
]}

机构：

[1] MONASH UNIV,VICTORIAN COLL PHARM,DEPT MED CHEM,PARKVILLE,VIC 3052,AUSTRALIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1996年 / 23期

关键词：

D O I：

10.1039/p19960002811

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the thioisosteres of 4-amino-4-deoxy-Neu5Ac2en (16) and 4-deoxy-4-guanidino-Neu5Ac2en (17) has been achieved. These compounds have been found to be as bioactive as the corresponding oxygen analogues. The preparation of the key intermediate, 7,8,9-tri-O-acetyl-2,6-anhydro-3,4,5-trideoxy-2'-methyl-6-thio- methyl D-glycero-D-talo-non-2-enonato)[5,4-d]oxzole 13, has been achieved from 2-acetamido-2-deoxy-5,6-O-isopropylidene-3-thio-alpha,beta-D-mannofuran 8 in four steps in 43% overall yield.

引用

页码：2811 / 2815

页数：5

共 18 条

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