Synthesis of Anisolylated Aspartyl and Glutamyl Tripeptides.
A process has been developed for transforming the beta-carboxyl of aspartate and the gamma-carboxyl of glutamate into anisolyl ketones. These ketones are occasional byproducts in peptide synthesis, resulting from deprotection or resin-removal processes in the presence of anisole as a scavenger. The ketone amino acids have been incorporated in a tripeptide by coupling with CBMIT. During peptide bond formation the keto group of the glutamyl residue required protection, which was provided as the ethylene dithioketal.
Berrée
Fabienne
F
Department of Chemistry, University of California, Berkeley, California 94720.
Chang
Kieyoung
K
Cobas
Agustín
A
Rapoport
Henry
H