Solid-supported synthesis of putative peptide beta-turn mimetics via Ugi reaction for diketopiperazine formation.
J Comb Chem
; 4(6): 584-90, 2002.
Article
en En
| MEDLINE
| ID: mdl-12425603
ABSTRACT
The scope and limitations of the solid-supported synthesis of a bicyclic diketopiperazine, an internal, putative peptide beta-turn mimetic, are presented. The 4CC multicomponent Ugi reaction of alpha-N-Boc-diaminopropionic acid resin ester (an amine input), optically active alpha-bromoacid, aldehyde, and isocyanide is the key step in the proposed synthetic protocol. Application of cyclitive cleavage as the final step led to desired products in high purity.
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Colección:
01-internacional
Banco de datos:
MEDLINE
Asunto principal:
Piperazinas
/
Técnicas Químicas Combinatorias
/
Materiales Biomiméticos
/
Cetonas
Idioma:
En
Revista:
J Comb Chem
Asunto de la revista:
QUIMICA
Año:
2002
Tipo del documento:
Article
País de afiliación:
Estados Unidos