Synthesis of Glycosides with 4-(4-Hydroxyphenyl)-1,2,3-thia- and -selenadiazole Aglycones

被引：3

作者：

Pevzner, L. M. ^{[1
]}

Petrov, M. L. ^{[1
]}

Erkhitueva, E. B. ^{[2
]}

Polukeev, V. A. ^{[3
]}

Stepakov, A. V. ^{[2
]}

机构：

[1] St Petersburg State Inst Technol Tech Univ, Moskovskii Pr 26, St Petersburg 190013, Russia

[2] St Petersburg State Univ, St Petersburg, Russia

[3] Inst Expt Med, St Petersburg, Russia

来源：

RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2019年 / 89卷 / 07期

关键词：

glycosylation; Konnigs-Knorr reaction; interphase catalysis; 1; 2; 3-thiadiazoles; semicarbazides; 3-selenadiazoles; BETA-D-GLUCOPYRANOSIDES;

D O I：

10.1134/S1070363219070089

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Glycosylation of 4-(4-hydroxyphenyl)-1,2,3-thia(selena)diazoles with 1-alpha-bromo-2,3,4,6-tetra-O-acetyl-D-glucopyranose, 1-alpha-bromo-2,3,4,6-tetra-O-acetyl-D-galactopyranose, and 1-alpha-bromo-2,3,5-tri-O-acetyl-D-xylopyranose under the conditions of interphase catalysis has afforded the corresponding acetylated glycosides. An alternative pathway of selenadiasole glycosides synthesis from semicarbazones of 1-beta-O-(4-acetylphenyl)-2,3,4,6-tetra-O-acetyl-D-glucopyranose, -2,3,4,6-tetra-O-acetyl-D-galactopyranose, and -2,3,5-tri-O-acetyl-D-xylopyranose via oxidation with selenium dioxide has been elaborated.

引用

页码：1398 / 1405

页数：8

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