C-3-thia and C-3-carba isosteres of a carbocyclic influenza neuraminidase inhibitor (3R,4R,5S)-4-acetamido-5-amino-3-propoxy-1-cyclohexene-1-carboxylic acid

被引：21

作者：

Lew, W

Williams, MA

Mendel, DB

Escarpe, PA

Kim, CU

机构：

[1] Gilead Sciences Inc., Foster City, CA 94404

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1997年 / 7卷 / 14期

关键词：

D O I：

10.1016/S0960-894X(97)00332-6

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The importance of the oxygen atom in the C-3 ether side chain of a carbocyclic influenza neuraminidase inhibitor 3 was investigated by replacement of the C-3 ether oxygen atom of 3 with either a sulfur atom (compound 4) or a carbon atom (compound 5). The regio- and stereospecific syntheses of both isoteres are described starting from (-)-quinic acid. (C) 1997 Elsevier Science Ltd.

引用

页码：1843 / 1846

页数：4

共 8 条

[1]

CHONG AKJ, 1991, BIOCHEM INT, V24, P165

[2] STRUCTURE OF INFLUENZA-VIRUS NEURAMINIDASE B/LEE/40 COMPLEXED WITH SIALIC-ACID AND A DEHYDRO ANALOG AT 1.8-ANGSTROM RESOLUTION - IMPLICATIONS FOR THE CATALYTIC MECHANISM [J].