4-AcNH-TEMPO-catalyzed oxidation of aldoses to aldaric acids using chlorine or bromine as terminal oxidants

被引：35

作者：

Merbouh, N ^{[1
]}

Bobbitt, JM ^{[1
]}

Brückner, C ^{[1
]}

机构：

[1] Univ Connecticut, Dept Chem, Storrs, CT 06269 USA

来源：

JOURNAL OF CARBOHYDRATE CHEMISTRY | 2002年 / 21卷 / 1-2期

关键词：

D O I：

10.1081/CAR-120003738

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：

The 4-AcNH-TEMPO-catalyzed oxidation Of D-glucose to D-glucaric acid using elemental chlorine or bromine as the terminal oxidant is reported. The pH and temperature of the reactions were closely controlled to be between 0-5 degreesC and pH 11.5, respectively. Spectroscopically (H-1 NMR) determined yields of glucarate were greater than 90%; yields of crystalline monopotassium D-glucarate (or disodium D-glucarate), isolated and purified by precipitation, were between 70 and 85%. Oxidations of mannose to mannaric acid and galactose to mucic acid were also demonstrated.

引用

页码：65 / 77

页数：13

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