Tri-, Tetra- and Pentapeptidoylbenzotriazoles:
Novel Synthetic Intermediates

Abdelmotaal Abdelmajeid; Srinivasa R. Tala; M. S. Amine; Alan R. Katritzky

doi:10.1055/s-0030-1260159

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Synthesis 2011(18): 2995-3005
DOI: 10.1055/s-0030-1260159

PAPER

Tri-, Tetra- and Pentapeptidoylbenzotriazoles: Novel Synthetic Intermediates

Abdelmotaal Abdelmajeid^a,b, Srinivasa R. Tala^a, M. S. Amine^b, Alan R. Katritzky*^a,c
^a Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA
Fax: +1(352)3929199; e-Mail: katritzky@chem.ufl.edu;
^b Department of Chemistry, Faculty of Science, Benha University, Benha 13518, Egypt
^c Chemistry Department, King Abdulaziz University, Jeddah 21589, Saudi Arabia

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Publication History

Received 13 June 2011
Publication Date:
23 August 2011 (online)

Abstract
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Abstract

Conveniently synthesized novel N-(protected α-tri-, tetra- and pentapeptidoyl)benzotriazoles couple in aqueous acetonitrile solution at 0 ˚C with free amino acids, dipeptides, and tripeptides to afford N-terminal-protected polypeptides (61-92%) including those containing unprotected OH, SH, and indole NH groups, with no detectable racemization.

Key words

acylation - peptides - coupling - amino acids - medicinal chemistry

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References

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Supplementary Material

Supporting Information