Fused Ring Molecular Scaffold with 3D Architecture for Constrained Peptidomimetics: Polymer-Supported Stereoselective Synthesis of Tetrahydrobenzo[e]pyrazino[2,1-c][1,2,4]thiadiazinone 6,6-dioxide via N-Acyl Iminiums.
ACS Comb Sci
; 18(10): 655-659, 2016 10 10.
Article
em En
| MEDLINE
| ID: mdl-27623208
ABSTRACT
3,4,4a,5-Tetrahydrobenzo[e]pyrazino[2,1-c][1,2,4]thiadiazin-1(2H)-one 6,6-dioxides, molecular scaffolds with 3D architecture, were synthesized on solid supports via tandem N-acyl iminium ion cyclization followed by nucleophilic addition. The modular synthesis proceeded under mild conditions using commercially available building blocks and provided crude products with respectable purity. The synthesized compounds are applicable as fused nitrogenous heterocyclic compounds in drug discovery and as constrained peptidomimetics incorporated into a peptide backbone.
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MEDLINE
Assunto principal:
Polímeros
/
Óxidos S-Cíclicos
/
Peptidomiméticos
/
Compostos Heterocíclicos com 3 Anéis
/
Iminas
Idioma:
En
Ano de publicação:
2016
Tipo de documento:
Article