Document Detail


Preparation of sucrose heptaesters unsubstituted at the C-1 hydroxy group of the fructose moiety via selective O-desilylation.
MedLine Citation:
PMID:  11072849     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Selective O-desilylation of 6,1',6'-tri-O-tert-butyldiphenylsilyl-2,3,4,3',4'-penta-O-benzo ylsucrose with hydrofluoric acid in acetonitrile led to the 1'-O-tert-butyldiphenylsilyl derivative (96% yield), which was further perbenzoylated and deprotected at OH-1' with tetrabutylammonium fluoride (86%). An analogous sequence with the corresponding O-acetylated sucrose derivative and tetrabutylammonium fluoride as desilylating agent resulted in a lower yield of the C-1' hydroxy derivative.
Authors:
M T Barros; C D Maycock; C Thomassigny
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  Carbohydrate research     Volume:  328     ISSN:  0008-6215     ISO Abbreviation:  Carbohydr. Res.     Publication Date:  2000 Sep 
Date Detail:
Created Date:  2001-02-07     Completed Date:  2001-03-01     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0043535     Medline TA:  Carbohydr Res     Country:  NETHERLANDS    
Other Details:
Languages:  eng     Pagination:  419-23     Citation Subset:  IM    
Affiliation:
Instituto de Biologia Experimental e Tecnológica, Oeiras, Portugal. mtbarros@dq.fct.unl.pt
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MeSH Terms
Descriptor/Qualifier:
Esters / chemical synthesis*,  chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Sucrose / analogs & derivatives*,  chemistry*
Chemical
Reg. No./Substance:
0/Esters; 57-50-1/Sucrose

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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