76863-45-1Relevant articles and documents
3,3-dichloro-1,2-diphenylcyclopropene (CPICL)-mediated synthesis of n α-protected amino acid azides and α-ureidopeptides
Panguluri, Nageswara Rao,Samarasimhareddy,Madhu,Sureshbabu, Vommina V.
, p. 1001 - 1005 (2014/05/06)
Rapid synthesis of acid azides via in situ generation of acid chlorides using CPICl as chlorinating agent from the corresponding Nα- protected amino acids is described. Also the conversion of acid azides into ureidopeptides through the Curtius rearrangement under ultrasonication is delineated. The mildness of the protocol renders the acid-sensitive substrates to afford the corresponding amino acid azides and ureidopeptides in good yields. Diphenylcyclopropenone has also been recovered from the reaction mixture and reused. Georg Thieme Verlag Stuttgart New York.
Succinimidyl carbamate derivatives from N-protected α-amino acids and dipeptides-synthesis of ureidopeptides and oligourea/peptide hybrids
Fischer, Lucile,Semetey, Vincent,Lozano, Jose-Manuel,Schaffner, Arnaud-Pierre,Briand, Jean-Paul,Didierjean, Claude,Guichard, Gilles
, p. 2511 - 2525 (2008/03/13)
The preparation of succinimidyl (1-{[(alkyloxy)carbonyl]-amino}-1-X-methyl) carbamates (4) and succinimidyl [1-(acyl-amino)-1-X-methyl] carbamates (5) from a variety of N-Boc-, -Z- or -Fmoc-protected α-amino acids and dipeptides as well as the carbamate s
Some Applications of the Curtius Rearrangement
Moutevelis-Minakakis, Panagiota,Photaki, Iphigenia
, p. 2277 - 2282 (2007/10/02)
Pairs of optically pure enantiomers of substituted 1,1-diamines have been prepared from the azides of L-amino-acids via the Curtius rearrangement.This synthesis is based on the interchange of two groups attached to the asymmetrically substituted tetrahedr