Document Detail


Diastereoselective synthesis and estimation of the conformational flexibility of 6-oxoperhydropyridazine-3-carboxylic acid derivatives.
MedLine Citation:
PMID:  11975529     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
alpha,beta-Didehydroglutamates have been diastereoselectively transformed into 6-oxoperhydropyridazine-3-carboxylic acid derivatives (OPCAs), which constitute a new class of cyclic amino acid derivatives. Acylation at N-1 renders dipeptides which show considerable conformational rigidity. Semiempirical calculations suggest that OPCAs might force peptide turns with different amplitudes depending on the substitution pattern and relative stereochemistry of the substituents of the pyridazinone ring.
Authors:
Carlos Alvarez-Ibarra; Aurelio G Csákÿ; Cristina Gómez de la Oliva
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  67     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2002 May 
Date Detail:
Created Date:  2002-04-26     Completed Date:  2002-08-29     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  2789-97     Citation Subset:  IM    
Affiliation:
Departamento de Química Orgánica, Facultad de Química, Universidad Complutense, 28040-Madrid, Spain.
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MeSH Terms
Descriptor/Qualifier:
Alkylation
Amino Acids / chemistry*
Carboxylic Acids / chemical synthesis*
Catalysis
Chemistry, Organic / methods
Cyclization
Dipeptides / chemistry*
Esters / chemistry
Glutamates / chemistry
Mass Spectrometry
Models, Molecular
Molecular Structure
Pyridazines / chemical synthesis*
Stereoisomerism
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Carboxylic Acids; 0/Dipeptides; 0/Esters; 0/Glutamates; 0/Pyridazines

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


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