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Zeolite catalyzed selective deprotection of di- and tri-O-isopropylidene sugar acetals
Pallooru Muni Bhaskar, Manoharan Mathiselvam, Duraikkannu Loganathan
Published in
2008
PMID: 18502410
Volume: 343
   
Issue: 10-11
Pages: 1801 - 1807
Abstract
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. © 2008 Elsevier Ltd. All rights reserved.
About the journal
JournalCarbohydrate Research
ISSN00086215
Open AccessNo
Concepts (26)
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    Acids
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    Catalyst activity
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    Hydrolysis
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    Sugars
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    O-ISOPROPYLIDENE ACETALS
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    Room temperature
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    SOLID ACIDS
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    Zeolites
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    ACETAL
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    Glucose
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    MANNITOL
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    Mannose
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    O ISOPROPYLIDENE
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    Xylose
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    Zeolite
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    Article
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    Carbon nuclear magnetic resonance
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    Catalyst
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    Deprotection reaction
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    Filtration
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    Priority journal
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    Proton nuclear magnetic resonance
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    Thin layer chromatography
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    Acetals
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    Alkenes
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    Catalysis