Chiral acylation with N-(Protected a-Aminoacyl)benzotriazoles for advantageous syntheses of peptides and peptide conjugates

Abstract

N-(Protected a-aminoacyl)benzotriazoles are efficient intermediates for N- and O-aminoacylation. These intermediates enable fast preparations of biologically relevant peptides and peptide conjugates in high yields and purity, under mild reaction conditions, with full retention of the original chirality. The developed methodology allows simple solution- and solid-phase preparative techniques to generate complex peptides and peptide conjugates and serves as a platform for generating diverse medicinal chemistry building block libraries involving amino acid and heterocyclic moieties crucial for drug development. © Georg Thieme Verlag Stuttgart.