Synthesis and properties of 1-(3,4-Di-O-acetyl-2-deoxy-2-hydroxyimino-D-threo-pentopyranosyl)pyrazoles

被引：2

作者：

Liberek, B ^{[1
]}

Smiatacz, Z ^{[1
]}

机构：

[1] Univ Gdansk, Fac Chem, PL-80952 Gdansk, Poland

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 2000年 / 19卷 / 09期

关键词：

D O I：

10.1080/07328300008544149

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：

3,4-Di-O-acetyl-2-deoxy-2-nitroso-alpha -D-xylo-pentopyranosyl chloride (2) reacts with pyrazole to afford 1-[3,4-di-O-acetyl-2-deoxy-2-(Z)-hydroxyimino-alpha- (3) and beta -D-threo-pentopyranosyl]pyrazole (4). The products of condensation were modified at C-2 or C-3 to give pyrazole derivatives with 3-azido-2,3-dideoxy-2-hydroxyimino-pentopyranosyl (5,7,8,9,10), 2-acetoxyimino-2,3-dideoxy-beta -D-glycero-pentopyranosyl (12,13), beta -D-lyxo- (14), beta -D-xylopentopyranosyl (15) structures and 2,3-dihydro-2-pyrazol-1-yl-6H-pyran-3-one oximes (6,11). The conformation of the sugar residue and configuration at the anomeric centre and of the hydroxyimino group were established on the basis of H-1 NMR and polarimetric data.

引用

页码：1259 / 1267

页数：9

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