Synthesis of macrocycles containing 1,3,4-oxadiazole and pyridine moieties

A series of peptide-like 25-28 membered macrocycles containing 1,3,4-oxadiazoles and pyridines bearing a chiral center scaffold have been synthesized by using known coupling reagents and common protecting groups. The yield of the purified macrocycles was poor on an average, yet it seems to be independent of amino acid substitution or stereochemistry. These macrocycles represent a new class of structures for further development and for future application in high-throughput screening against a variety of biological targets. (C) 2013 Elsevier Ltd. All rights reserved.