Chemical Ligation to Synthesize N-Hydroxy Peptides from O-Acyl Hydroxamic Acids

Key words

chemical ligation - hydroxy peptides - O-acyl hydroxamic acids

Significance

Chemical ligation is an important bottleneck reaction in peptide chemistry. The ­authors have developed a synthesis of O-acyl hydroxamic acids, which can be converted into the corresponding N-hydroxy peptides.

Comment

O-Acyl hydroxamic acids were prepared from amino acids and N-(tert-butyl)hydroxylamine. Furthermore, deprotection of an Fmoc group from the O-acyl hydroxamic acids with subsequent formation of a new peptide bond proceeds smoothly.