Document Detail


Synthesis of protected gamma-carboxyglutamates and gamma-acylglutamates by rearrangement of N,N-diacylglutamates.
MedLine Citation:
PMID:  16010368     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
A new method for gamma-acylation of protected glutamic acids, involving intramolecular rearrangement of an acyl urethane, has been devised to prepare the protected gamma-carboxyglutamates 7, 9 and 11 and the protected 4-acylglutamates 15 and 22 from N,N-bisurethanes or N-acyl-N-urethanes of general structure 1. When the formyl-urethane 17 was used in the reaction, then the intermediate 18 in the intramolecular rearrangement was obtained.
Authors:
Anthony G Avent; Heather M E Duggan; Douglas W Young
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Publication Detail:
Type:  Journal Article     Date:  2005-05-19
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  3     ISSN:  1477-0520     ISO Abbreviation:  Org. Biomol. Chem.     Publication Date:  2005 Jun 
Date Detail:
Created Date:  2005-07-12     Completed Date:  2005-11-01     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  2327-32     Citation Subset:  -    
Affiliation:
Department of Chemistry, University of Sussex, Falmer, Brighton, UKBN1 9QJ.
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