Document Detail


Rapid glycosylations under extremely mild acidic conditions. Use of ammonium salts to activate glycosyl phosphites via P-protonation.
MedLine Citation:
PMID:  20435299     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Trifluoromethanesulfonic acid salts of tertiary amines were employed as extremely mild acidic activators for rapid glycosylations. Glycosyl phosphite triesters bearing an acid-labile 4,4'-dimethoxytrityl (DMTr) group for transient protection worked as glycosyl donors effectively in the presence of the activators to afford the corresponding disaccharides in good yields without loss of the DMTr group.
Authors:
Fumiko Matsumura; Shiro Tatsumi; Natsuhisa Oka; Takeshi Wada
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2010-04-03
Journal Detail:
Title:  Carbohydrate research     Volume:  345     ISSN:  1873-426X     ISO Abbreviation:  Carbohydr. Res.     Publication Date:  2010 Jun 
Date Detail:
Created Date:  2010-06-10     Completed Date:  2010-09-20     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0043535     Medline TA:  Carbohydr Res     Country:  Netherlands    
Other Details:
Languages:  eng     Pagination:  1211-5     Citation Subset:  IM    
Copyright Information:
Copyright (c) 2010 Elsevier Ltd. All rights reserved.
Affiliation:
Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, Bioscience Building 702, 5-1-5 Kashiwanoha, Kashiwa, Chiba, Japan.
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MeSH Terms
Descriptor/Qualifier:
Glycosylation
Hydrogen-Ion Concentration
Kinetics
Phosphites / chemistry*
Phosphorus / chemistry*
Protons*
Quaternary Ammonium Compounds / chemistry*
Salts / chemistry
Chemical
Reg. No./Substance:
0/Phosphites; 0/Protons; 0/Quaternary Ammonium Compounds; 0/Salts; 7723-14-0/Phosphorus

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


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