Document Detail


Preparation of N-acetyl, tert-butyl amide derivatives of the 20 natural amino acids.
MedLine Citation:
PMID:  19333720     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
N-Acetyl-AA(amino acid)-NHtBu derivatives of all 20 naturally occurring amino acids have been synthesized. Syntheses were performed via solution-phase methodology with yields that allow for access to gram quantities of substrates, in most cases. Syntheses include the coupling of a hindered amine, tert-butylamine, with each amino acid, either directly or in two steps using an activated ester isolated as an intermediate. The introduction of protecting groups was necessary in some cases. The development of synthetic sequences to access challenging substrates, such as the one derived from asparagine, are discussed.
Authors:
A R Ekkati; A A Campanali; A I Abouelatta; M Shamoun; S Kalapugama; M Kelley; Jeremy J Kodanko
Publication Detail:
Type:  Journal Article     Date:  2009-03-31
Journal Detail:
Title:  Amino acids     Volume:  38     ISSN:  1438-2199     ISO Abbreviation:  Amino Acids     Publication Date:  2010 Mar 
Date Detail:
Created Date:  2010-03-16     Completed Date:  2010-07-01     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9200312     Medline TA:  Amino Acids     Country:  Austria    
Other Details:
Languages:  eng     Pagination:  747-51     Citation Subset:  IM    
Affiliation:
Department of Chemistry, Wayne State University, 5101 Cass Ave., Detroit, MI 48202, USA.
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MeSH Terms
Descriptor/Qualifier:
Amino Acids / chemical synthesis*,  chemistry*
Butylamines / chemistry
Oxidative Stress
Proteins / chemistry
Stereoisomerism
Chemical
Reg. No./Substance:
0/Amino Acids; 0/Butylamines; 0/Proteins; 75-64-9/tert-butylamine

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