Braslau R.
Axon JR,
Lee B.
University of California, Santa Cruz, USA
Synthesis of
N-Hydroxy Peptides: Chemical Ligation of
O-Acyl Hydroxamic Acids.
Org. Lett. 2000;
2: 1399-1401
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.
