1334511-54-4Relevant articles and documents
Efficient preparation of Fmoc-aminoacyl-N-ethylcysteine unit, a key device for the synthesis of peptide thioesters
Hojo, Hironobu,Kobayashi, Hajime,Ubagai, Risa,Asahina, Yuya,Nakahara, Yuko,Katayama, Hidekazu,Ito, Yukishige,Nakahara, Yoshiaki
experimental part, p. 6807 - 6813 (2011/11/07)
The synthesis of Fmoc-aminoacyl-N-ethyl-S-triphenylmethylcysteine, an N- to S-acyl migratory device for the preparation of peptide thioesters by Fmoc-SPPS (solid-phase peptide synthesis) is described. Condensation of Fmoc-aminoacyl pentafluorophenyl ester and N-ethyl-S-triphenylmethylcysteine was efficiently performed in the presence of HOOBt (3-hydroxy-3,4-dihydro-4-oxo-1,2,3- benzotriazine) in DMF. A small amount of diastereomer yielded during the reaction was easily separated by HPLC purification and the highly pure devices were obtained for most of the proteinogenic amino acids.