Generic placeholder image

Protein & Peptide Letters


ISSN (Print): 0929-8665
ISSN (Online): 1875-5305

CuI-Promoted One-Pot Synthesis of N-Boc Protected β-Ketotriazole Amino Acids: Application in the Synthesis of New Class of Dipeptidomimetics

Author(s): T. M. Vishwanatha, N. Narendra and Vommina V. Sureshbabu

Volume 19, Issue 3, 2012

Page: [308 - 314] Pages: 7

DOI: 10.2174/092986612799363172

Price: $65


One-pot click chemistry of Nα-Boc-bromomethylketones, NaN3 and propiolic acid affords N-Boc protected 1,4- disubstituted 1,2,3-β-ketotriazole acids in good to excellent yield. The use of CuI as catalyst and DMSO as solvent leads the click reaction to efficient, practical and column-free preparation of the title compounds. The utility of the resulting unnatural amino acids as building blocks to prepare triazole possessing peptidomimetics is also delineated.

Keywords: Nα-Boc-bromomethylketones, one-pot click chemistry, CuI, N-Boc-protected 1,4-disubstituted 1,2,3β-ketotriazole, N-Boc-protected 1,4-disubstituted 1,2,3β-ketotriazole amino acids, amino acids, peptidomimetics, nanotubes, halides, dimethylacetylenedicarboxylate, triazole

Rights & Permissions Print Export Cite as
© 2022 Bentham Science Publishers | Privacy Policy