Synthesis of β-amino-acid peptides by aminolysis of substituted di-hydro-1,3-oxazinones and amino-protected β-lactams

Abstract

A number of standard peptide coupling methods failed when applied to sterically hindered derivatives of 3-amino-3-methylbutanoic acid. Di- and tri-peptides were made by aminolysis of dihydro-1.3-oxazinones and by this method in conjunction with the pivaloyl mixed anhydride method. N-Protected azetidin-2-ones were found to have limited application in β-amino-acid peptide synthesis.