Sequential One-Pot Synthesis of Dipeptides through the Transient Formation of CDI- N-Protected α-Aminoesters.

Autor:	de Figueiredo, Renata Marcia, Suppo, Jean ‐ Simon, Midrier, Camille, Campagne, Jean ‐ Marc
Předmět:	CHEMICAL synthesis DIPEPTIDES COUPLING reactions (Chemistry) AMINO acids EPIMERIZATION CHEMICAL reactions
Zdroj:	Advanced Synthesis & Catalysis; 6/6/2017, Vol. 359 Issue 11, p1963-1968, 6p
Abstrakt:	The synthesis of dipeptides through a sequential one-pot procedure from commercially available protected amino acids is described. The transformation relies on the use of in situ generated transiently CDI-protected α-amino esters (CDI, e.g. N, N′-carbonyldiimidazole). In addition of being a highly atom-economical process, the couplings take place under very mild and neutral conditions without adding a base to the reaction medium. This protocol provides a concise and less costly route to dipeptide derivatives (12 examples, up to 87% yield) and is compatible with commonly used N-urethane protecting groups. Moreover, no epimerization was detected even when sensitive Boc-Cys(Bn)−OH was used. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
Externí odkaz:	Zobrazit plný text záznamu Plný text ve formátu HTML
Nepřihlášeným uživatelům se plný text nezobrazuje	K zobrazení výsledku je třeba se přihlásit.