Highly efficient, multigram and enantiopure synthesis of (S)-2-(2,4′-bithiazol-2-yl)pyrrolidine

(S)-2-(4-Bromo-2,4"-bithiazole)-1-(tert-butoxycarbonyl)pyrrolidine ((S)-1) was obtained as a single enantiomer and in high yield by means of a two-step modified Hantzsch thiazole synthesis reaction when bromoketone 3 and thioamide (S)-4 were used. Further conversion of (S)-1 into trimethyltin d...

ver descrição completa

Detalhes bibliográficos
Autores: Just Baringo, Xavier, Bruno, Paolo, Albericio Palomera, Fernando, Álvarez Domingo, Mercedes
Formato: artículo
Estado:Versión aceptada para publicación
Fecha de publicación:2011
País:España
Recursos:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/54982
Acesso em linha:https://hdl.handle.net/2445/54982
Access Level:acceso abierto
Palavra-chave:Productes naturals
Antibiòtics
Síntesi de pèptids
Compostos heterocíclics
Enantiòmers
Natural products
Antibiotics
Peptide synthesis
Heterocyclic compounds
Enantiomers
Descrição
Resumo:(S)-2-(4-Bromo-2,4"-bithiazole)-1-(tert-butoxycarbonyl)pyrrolidine ((S)-1) was obtained as a single enantiomer and in high yield by means of a two-step modified Hantzsch thiazole synthesis reaction when bromoketone 3 and thioamide (S)-4 were used. Further conversion of (S)-1 into trimethyltin derivative (S)-2 broadens the scope for further cross-coupling reactions.