Chemical Ligation to Synthesize N-Hydroxy Peptides from O-Acyl Hydroxamic Acids
Synthesis of N-Hydroxy Peptides: Chemical Ligation of O-Acyl Hydroxamic Acids.
Org. Lett. 2000;
15 May 2020 (online)
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.
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.