REGIOSELECTIVE BENZOYLATION OF N-PROTECTED D-GLUCOSAMINE

被引：4

作者：

FUENTES, J

CUEVAS, T

PRADERA, MA

机构：

[1] Departamento de Quimica Orgánica, Facultad de Quimica, Universidad de Sevilla, Apartado 553, 41071, Sevilla

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 1992年 / 11卷 / 05期

关键词：

D O I：

10.1080/07328309208016147

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：

Regioselective benzoylations of 2-deoxy-2-[(2,2-diethoxycarbonylvinyl)amino]-alpha-D-glucopyranose (1) yielded 6-mono-O- (2) 3,6-di-O- (3), 4,6-di-O- (4) and 1,3,6-tri-O-benzoyl-(5) derivatives. The fully benzoylated compound 6 was the major product when excess of benzoyl chloride was used. The di-O-acetyl derivatives (7 and 8) of 3 and 4 respectively were also prepared. The structures of 2-8 are based on analytical and/or spectroscopic data. Some data on MS fragmentation pathways of the partially protected compounds 2 and 4 are also reported.

引用

页码：539 / 552

页数：14

共 20 条

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BATEY JF, 1975, CARBOHYD RES, V43, P43

[2]

BINKLEY RW, 1958, J CARBOHYD CHEM, V7, pR7

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