312311-67-4Relevant academic research and scientific papers
β3-Amino acids by nucleophilic ring-opening of N-nosyl aziridines
Farràs, Jaume,Ginesta, Xavier,Sutton, Peter W,Taltavull, Joan,Egeler, Frank,Romea, Pedro,Urpí, Fèlix,Vilarrasa, Jaume
, p. 7665 - 7674 (2007/10/03)
N-Nosyl aziridines can be easily prepared from 1,2-amino alcohols derived from α-amino acids. Nucleophilic ring-opening of N-nosyl aziridines with cyanide ions followed by hydrolysis of the corresponding nitriles lead to N-nosyl β3-amino acids, which can be readily converted into a variety of derivatives bearing adequate functionality for peptide synthesis. The proposed methodology is simple, efficient, and amenable to large-scale preparations.
Pseudoaxially disubstituted cyclo-β3-tetrapeptide scaffolds
Sutton, Peter W.,Bradley, Adrian,Farràs, Jaume,Romea, Pedro,Urpí, Fèlix,Vilarrasa, Jaume
, p. 7947 - 7958 (2007/10/03)
An N,N-disubstituted cyclo-β3-tetrapeptide, identified as a potential molecular scaffold, has been synthesised on a multigram scale from β-homophenylalanine by employing a nosylate-based protection strategy. C2-Symmetric derivatives containing pseudoaxial, combinatorially addressable functionalities have been prepared from the parent cyclopeptide. (C) 2000 Elsevier Science Ltd.
