DBU-Catalyzed transprotection of N-Fmoc-cysteine di- and tripeptides into S-Fm-cysteine di- and tripeptides

作者：Katritzky Alan R^*; Abo Dya Nader E; Abdelmajeid Abdelmotaal; Tala Srinivasa R; Amine M S; El Feky Said A

来源：Organic and Biomolecular Chemistry, 2011, 9(2): 596-599.

DOI：10.1039/c0ob00663g

The transprotection of N-Fmoc-cysteine containing di- and tripeptides possessing a free SH group to produce the corresponding S-Fm-cysteine di-and tripeptides bearing a free amino group is accomplished efficiently with DBU in dry THF. The N-Fmoc to S-Fm transformation mechanism is discussed. S-Fm-Cysteine di- and tripeptides readily form amide bonds on coupling with N-(Pg-alpha-aminoacyl)-benzotriazoles and N-(Pg-alpha-dipeptidoyl)benzotriazoles to give larger peptides.

• 出版日期2011