Design and scalable synthesis of new chiral selectors. Part 1: Synthesis and characterization of a new constrained cyclopeptide from unnatural bulky amino acids

We describe the conception, synthesis, and characterization of a novel cyclopeptide designed for chiral recognition. The asymmetric units are built from an unnatural amino acid in the series of alpha-aryl-alpha-methyl glycine. Modifications of standard methods of peptide synthesis are described in order to improve yields and purities when applied to hindered amino acids. First set of experiments about host-guest ability of the obtained cyclopeptide is disclosed. (C) 2011 Elsevier Ltd. All rights reserved.