Efficient Coupling of Amino Acid Derivatives to Rigid Organic Scaffolds: Model Syntheses for De Novo Proteins.

Abstract

We describe the coupling of amino acid derivatives to four different rigid organic macrocycles. The couplings were achieved in high yields, which augurs well for the coupling of polypeptides to the rigid macrocycles to create a new family of de novo proteins. We discuss the structure of the model compounds based on the hydrogen bonding patterns that are evident from their NMR and IR spectra.