An expedient synthesis of the fibril binding compound FSB via sequential Pd-catalyzed coupling reactions |
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| Authors: | Mantel Mette Louise H Søbjerg Lina S Huynh Tri H V Ebran Jean-Philippe Lindhardt Anders T Nielsen Niels C Skrydstrup Troels |
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| Affiliation: | The Center for Insoluble Protein Structures (inSPIN), Department of Chemistry, University of Aarhus, Langelandsgade 140, 8000 Aarhus C, Denmark. |
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| Abstract: | The styryl benzene derivative (E, E)-1-fluoro-2,5-bis(3-hydroxycarbonyl-4-hydroxy)styrylbenzene (FSB), well-known for its binding to beta-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%. |
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