Zeolite catalyzed selective deprotection of di- and tri-O-isopropylidene sugar acetals

被引:15
作者
Bhaskar, Pallooru Muni [1 ]
Mathiselvam, Manoharan [1 ]
Loganathan, Duraikkannu [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India
关键词
O-isopropylidene acetals; carbohydrates; hydrolysis; zeolites and solid acids;
D O I
10.1016/j.carres.2008.05.006
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
H-Beta zeolite, a microporous solid acid, is demonstrated to be an efficient catalyst for the selective deprotection of cyclic as well as acyclic O-isopropylidene sugar acetals derived from D-glucose, D-xylose, D-mannose, and D-mannitol in aqueous MeOH at room temperature. A notable observation is the conversion Of D-mannitol triacetonide into 1,2:3,4-di-O-isopropylidene-D-mannitol (48%) and 3,4-O-isopropylidene-D-mannitol (36%) brought about in 6 h by H-beta zeolite and the non-occurrence of any hydrolysis in the case of H-ZSM-5 catalyzed reaction in 24 h under the same conditions. (c) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1801 / 1807
页数:7
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