THE SYNTHESIS AND STRUCTURE OF SELECTED METHYL (3,4-DI-O-ACETYL-2-DEOXY-2-HYDROXYIMINO-D-ARABINO-HEXOPYRANOSID)URONATES

被引：5

作者：

SMIATACZ, Z

CHRZCZANOWICZ, I

MYSZKA, H

DOKURNO, P

机构：

[1] Department of Chemistry, Universitv of Gdańsk, Sobieskiego 18

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 1995年 / 14卷 / 06期

关键词：

D O I：

10.1080/07328309508005372

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Dimeric methyl (3,4-di-O-acetyl-2-deoxy-2-nitroso-alpha-D-glucopyranosyl chloride)uronate (1) reacts with nucleophiles such as: ethanol, pyrazole, methyl N-tert-butyloxycarbonyl-L-serinate to give corresponding glycosides. The stereospecifity of the glycosidation reaction depends mainly on the employed nucleophile. The configuration and conformation of the obtained glycosides were established on the basis of H-1 NMR and polarimetric data, and additionally the structure of 1-(methyl 3,4-di-O-acetyl-2-deoxy-2-(Z)-hydroxyimino-alpha-D-arabino-hexopyranosyluronate)pyrazole (6), was supported by X-ray diffraction data.

引用

页码：723 / 735

页数：13

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