Comandè Alessandra, Greco Marianna, Belsito Emilia Lucia, Liguori Angelo, Leggio Antonella
Dipartimento di Farmacia e Scienze della Salute e della Nutrizione, Università della Calabria Edificio Polifunzionale I-87036 Arcavacata di Rende CS Italy
RSC Adv. 2019 Jul 17;9(38):22137-22142. doi: 10.1039/c9ra04058g. eCollection 2019 Jul 11.
A series of dipeptide systems have been easily achieved through a TiCl-assisted condensation reaction. The reaction of N-protected amino acids with amino acid methyl esters in pyridine and in the presence of TiCl furnished the corresponding dipeptides with high yields and diastereoselectivity. The reaction was successfully applied to amino acids protected on the α-amino function with different protecting groups. The adopted experimental conditions allowed preserving both the protecting groups on the α-amino function and on the side chain functionalities. Furthermore, the preservation of the stereochemical integrity at the amino acid chiral centres has been verified.
通过TiCl辅助缩合反应可轻松实现一系列二肽体系。在吡啶中且有TiCl存在的情况下，N-保护氨基酸与氨基酸甲酯反应，能以高收率和非对映选择性得到相应的二肽。该反应成功应用于α-氨基带有不同保护基的氨基酸。所采用的实验条件能使α-氨基和侧链官能团上的保护基均得以保留。此外，已证实氨基酸手性中心的立体化学完整性得以保留。
