Synthesis and biological evaluation of the first example of an eight-membered iminoalditol

被引：29

作者：

Godin, G

Garnier, E

Compain, P

Martin, OR

Ikeda, K

Asano, N

机构：

[1] Univ Orleans, CNRS, UMR 6005, Inst Chim Organ & Analyt, F-45067 Orleans 2, France

[2] Hokuriku Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9201181, Japan

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 03期

关键词：

iminoalditols; azocanes; glycosidase inhibitors;

D O I：

10.1016/j.tetlet.2003.10.195

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of the first examples of eight-membered iminoalditols has been achieved from 2,3,4,6-tetra-O-benzyl-D-glucopyranose by way of a ring-closing metathesis. The (2R,3R,4R,5S)-2-hydroxymethyl-azocane-3,4,5-triol (3a), which has the D-gluco configuration for C-2-C-5 and appears to exist predominantly in a boat-chair conformation, is a weak inhibitor of glycosidases. (C) 2003 Elsevier Ltd. All rights reserved.

引用

收藏

页码：579 / 581

页数：3

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