| Preparation of sucrose heptaesters unsubstituted at the C-1 hydroxy group of the fructose moiety via selective O-desilylation. | |
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MedLine Citation:
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PMID: 11072849 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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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. |
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Authors:
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M T Barros; C D Maycock; C Thomassigny |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: Carbohydrate research Volume: 328 ISSN: 0008-6215 ISO Abbreviation: Carbohydr. Res. Publication Date: 2000 Sep |
Date Detail:
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Created Date: 2001-02-07 Completed Date: 2001-03-01 Revised Date: 2006-11-15 |
Medline Journal Info:
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Nlm Unique ID: 0043535 Medline TA: Carbohydr Res Country: NETHERLANDS |
Other Details:
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Languages: eng Pagination: 419-23 Citation Subset: IM |
Affiliation:
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Instituto de Biologia Experimental e Tecnológica, Oeiras, Portugal. mtbarros@dq.fct.unl.pt |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Esters
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chemical synthesis*,
chemistry Magnetic Resonance Spectroscopy Molecular Structure Sucrose / analogs & derivatives*, chemistry* |
| Chemical | |
Reg. No./Substance:
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0/Esters; 57-50-1/Sucrose |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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