Related Experiment Video
Updated: May 22, 2026

Split-and-pool Synthesis and Characterization of Peptide Tertiary Amide Library
Published on: June 20, 2014
Synthesis of peptidomimetics, δ- and ε-lactam tetrazoles
Steven Gunawan1, Kristen Keck, Alex Laetsch
1BIO5 Oro Valley, The University of Arizona, Oro Valley, AZ 85737, USA.
Abstract:
A concise two-step procedure for the synthesis of novel δ-lactam tetrazoles has been established via the Ugi-azide reaction using 5-oxohexanoic acid along with primary amines, isocyanides, and azidotrimethylsilane followed by 1,1'-carbonyldiimidazole-mediated intramolecular amide formation. Expansion to ε-lactam tetrazole scaffolds was accomplished using methyl 6-oxoheptanoate via the same Ugi-azide reaction followed by basic hydrolysis and SOCl(2) activation to enable lactam formation.
Related Concept Videos
Inhibitors of Gram-positive Cell Wall Synthesis
Peptidoglycan Synthesis
Inhibitors of Bacterial Protein Synthesis

