SYNTHESIS OF D-ERYTHROASCORBIC ACID FROM D-GLUCOSE

被引：11

作者：

GAN, LX

SEIB, PA

机构：

[1] Department of Grain Science and Industry, Kansas State University, Manhattan, KS 66506, Shellenberger Hall

来源：

CARBOHYDRATE RESEARCH | 1991年 / 220卷

关键词：

D O I：

10.1016/0008-6215(91)80010-K

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：

Reaction of a 4:1 mixture of D-ribono- and D-arabinono-1,4-lactones with benzaldehyde and hydrochloric acid gave 59% crystalline 3,4-O-benzylidene-D-ribono-1,5-lactone. This acetal was oxidized with manganese dioxide in acetone to its 2-keto derivative (6) in 76% yield. Acid-catalyzed methanolysis of 6 gave a syrupy mixture of products, which upon tautomerization in hot methanolic sodium acetate followed by removal of sodium ions gave 78% D-erythroascorbic acid (7). The overall yield of 7 starting from D-glucose was 20%.

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页码：117 / 125

页数：9

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