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One-Pot Synthesis of Nα-Protected Amino/Peptide O-benzyl Hydroxamates and Acylaminoxy Dipeptides Employing Hydroxamic Acid

  • Muniyappa Krishnamurthy
  • N. R. Sagar
  • Vommina V. Sureshbabu
Article
  • 141 Downloads

Abstract

The direct conversion of simple and sterically hindered Nα-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

Keywords

Nα-protected hydroxamic acids Benzyl bromide Tetrabutylammonium bromide O-benzyl hydroxamates Acylaminoxy dipeptides 

Notes

Acknowledgments

We sincerely thankful to Council of Scientific and Industrial Research (CSIR) Grant No. 02(0149)/13/EMR-II Government of India, New Delhi for financial support.

Compliance with Ethical Standards

Conflict of interest

Muniyappa Krishnamurthy, Basavaprabhu, Vommina V. Sureshbabu declare that they have no conflict of interest.

Informed consent

Authors declare that there is no informed consent in the article.

Human and animal rights

This article does not contain any studies with human or animal subjects performed by the any of the authors

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Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  • Muniyappa Krishnamurthy
    • 1
  • N. R. Sagar
    • 1
  • Vommina V. Sureshbabu
    • 1
  1. 1.#109, Peptide Research Laboratory, Department of Studies in Chemistry, Central College CampusBangalore UniversityBangaloreIndia

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