Document Detail


Benzotriazole-Mediated Synthesis of Aza-peptides: En Route to an Aza-Leuenkephalin Analogue.
MedLine Citation:
PMID:  23373789     Owner:  NLM     Status:  Publisher    
Abstract/OtherAbstract:
Novel N-(N-Pg-azadipeptidoyl)benzotriazoles 20a-e couple efficiently with alpha-amino acids 21a-e, dipeptides 22a-c, aminoxyacetic acid 23a, depsidipeptide 23b and alpha-hydroxy-beta-phenylpropionic acid 27 yielding respectively, azatripeptides 24a-g, azatetrapeptides 25a-b, a hybrid azatripeptide with an oxyamide bond 26a, a hybrid azatetrapeptide with an ester bond 26b and a hybrid azatripeptide with an ester bond 28. A new protocol for the synthesis of N-Pg-azatripeptides 33a-b and 35a-b, each containing a natural amino acid at the N-terminus, avoids the low coupling rates of the aza-amino acid residue and enables the solution phase synthesis of an azaphenylalanine analogue of Leu-enkephalin 40.
Authors:
Nader E Abo-Dya; Suvendu Biswas; Akash Basak; Ilker Avan; Khalid A Alamry; Alan R Katritzky
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Publication Detail:
Type:  JOURNAL ARTICLE     Date:  2013-2-1
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  -     ISSN:  1520-6904     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2013 Feb 
Date Detail:
Created Date:  2013-2-4     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  -    
Other Details:
Languages:  ENG     Pagination:  -     Citation Subset:  -    
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