204132-48-9Relevant academic research and scientific papers
A Concise β-Lactam Route to Short Peptide Segments Containing β,β-Disubstituted β-Amino Acids
Palomo, Claudio,Oiarbide, Mikel,Bindi, Simona
, p. 2469 - 2474 (2007/10/03)
An efficient epimerization-free route toward β,β-disubstituted β-amino acid-containing peptides is described. The methodology involves the use of 4,4-disubstituted-N-Boc β-lactams as acylating agents, which upon coupling with amino acid esters, promoted by potassium cyanide, give rise to dipeptides with no appreciable racemization. By this procedure short peptide segments containing a four-, five-, or six-membered ring at the β-position of the β-amino acid residue have been prepared. The method has also proven to be valuable for the preparation of tripeptides. In addition the sterically hindered amino terminus of the β-amino acid can undergo peptide couplings under standard conditions.
