One-Pot Synthesis of N^sup [alpha]^-Protected Amino/Peptide O-benzyl Hydroxamates and Acylaminoxy Dipeptides Employing Hydroxamic Acid

Abstract The direct conversion of simple and sterically hindered N[alpha]-protected amino/peptide hydroxamic acids to O-benzyl hydroxamates employing K2CO3, tetrabutylammonium bromide and benzyl bromide is described. In addition, Cbz-Ala-CONHOH and Cbz-Phe-CONHOH derived acylaminoxy peptides 3j and...

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Veröffentlicht in:International journal of peptide research and therapeutics 2017-06, Vol.23 (2), p.191
Hauptverfasser: Krishnamurthy, Muniyappa, Sagar, N R, Sureshbabu, Vommina V
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Sprache:eng
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Zusammenfassung:Abstract The direct conversion of simple and sterically hindered N[alpha]-protected amino/peptide hydroxamic acids to O-benzyl hydroxamates employing K2CO3, tetrabutylammonium bromide and benzyl bromide is described. In addition, Cbz-Ala-CONHOH and Cbz-Phe-CONHOH derived acylaminoxy peptides 3j and 3k have also been prepared. The method is of importance in the view of easy availability of precursors, catalyst and reaction conditions. All the products are obtained in moderate to good yields. Graphical Abstract [Figure not available: see fulltext.]
ISSN:1573-3149
1573-3904
DOI:10.1007/s10989-016-9550-8