Improved synthesis of 2,3:4,6-di-O-isopropylidene-D-glucopyranose and -D-galactopyranose

被引:15
|
作者
Gómez, AM [1 ]
Danelón, GO [1 ]
Valverde, S [1 ]
López, JC [1 ]
机构
[1] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain
关键词
2,3 : 4,6-Di-O-isopropylidene-D-glucopyranose 2,3 : 4,6-Di-O-isopropylidene-D-galactopyranose; benzyl glycosides; hydrogenolysis; carbohydrate acetals;
D O I
10.1016/S0008-6215(99)00150-0
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
2,3:4,6-Di-O-isopropylidene-D-glucopyranose and -D-galactopyranose acetals are conveniently prepared by hydrogenolysis of benzyl 2,3:4,6-di-O-isopropylidene-beta-D-glucopyranose and -beta-D-galactopyranose in almost quantitative yields in 3 h. This result is in contrast with the sluggish reaction observed (48 h) when the hydrogenolysis was carried out on either anomeric alpha,beta mixtures or on the corresponding a anomers. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
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页码:138 / 142
页数:5
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