7494-95-3Relevant academic research and scientific papers
Azido acids in a novel method of solid-phase peptide synthesis
Meldal, Morten,Juliano, Maria A.,Jansson, Anita M.
, p. 2531 - 2534 (2007/10/03)
Azido acids were produced from α-branched acids by α-bromination with NBS followed by substitution with sodium azide and the products were used in a novel method of solid-phase synthesis. The azido acids were transformed into the highly activated acid chlorides and used synthesis of extremely hindered peptides containing up to four successive diphenyl glycine or Aib residues. By reaction of the genetically encoded amino acids with TfN3 and then SOCl2 they were transformed into α-azido acid chlorides used in solid-phase peptide synthesis without racemization.
Keten. Part 17. Addition Reactions of Ketens with N-Phenyl Nitrones
Hafiz, Mushtag,Taylor, Giles A.
, p. 1700 - 1705 (2007/10/02)
The N-phenyl nitrones (1a), (4b), and (15) react with ketens in two totally different ways.Triphenylnitrone (4b) forms oxidolones (6) whereas (1a) and (15) form oxazolidinones (2) and (17).The differences appear to be caused by steric interactions in (1a) and (15) which distort the nitrone function and prevent the N-phenyl group adopting the conformation necessary for the oxindole-forming pathway.
