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
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.
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页码:65 / 77
页数:13
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