An Expedient Synthesis of the Fibril Binding Compound FSB via Sequential Pd-Catalyzed Coupling Reactions

An Expedient Synthesis of the Fibril Binding Compound FSB via Sequential Pd-Catalyzed Coupling Reactions

The styryl benzene derivative (E,E)-1-fluoro-2,5-bis(3-hydroxycarbonyl-4-hydroxy)styrylbenzene (FSB), well-known for its binding to β-amyloid peptide fibrils, was synthesized in an efficient manner exploiting two sequential palladium(0)-catalyzed coupling reactions in a 34% overall yield. This is a...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2008-05, Vol.73 (9), p.3570-3573
Hauptverfasser: Mantel, Mette Louise H, Søbjerg, Lina S, Huynh, Tri H. V, Ebran, Jean-Philippe, Lindhardt (né Hansen), Anders T, Nielsen, Niels C, Skrydstrup, Troels
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Chemistry
Exact sciences and technology
Molecular Structure
Noncondensed benzenic compounds
Organic chemistry
Palladium - chemistry
Peptides
Preparations and properties
Styrenes - chemical synthesis
Styrenes - chemistry
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:The styryl benzene derivative (E,E)-1-fluoro-2,5-bis(3-hydroxycarbonyl-4-hydroxy)styrylbenzene (FSB), well-known for its binding to β-amyloid peptide fibrils, was synthesized in an efficient manner exploiting two sequential palladium(0)-catalyzed coupling reactions in a 34% overall yield. This is a substantial improvement to the previously reported synthesis of FSB in 1.1%.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo7026189