Multigram scale synthesis of formyl tetra-O-benzyl-β-D-C-glucopyranoside using benzothiazole as a formyl group equivalent

被引：31

作者：

Dondoni, A ^{[1
]}

Marra, A ^{[1
]}

机构：

[1] Univ Ferrara, Chim Organ Lab, Dipartimento Chim, I-44100 Ferrara, Italy

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 01期

关键词：

benzothiazole; C-glycosides; sugar aldehydes; thiazole;

D O I：

10.1016/S0040-4039(02)02525-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of 2-lithiobenzothiazole to D-gluconolactone followed by deoxygenation of the resulting ketose affords a mixture of benzothiazolyl alpha- and beta-D-glucopyranoside; treatment of this mixture with sodium methoxide gives the beta-anomer from which the title aldehyde is obtained in a pure form by transformation of the benzothiazole ring into the formyl group. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：13 / 16

页数：4

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