Mantel Mette Louise H, Søbjerg Lina S, Huynh Tri H V, Ebran Jean-Philippe, Lindhardt Anders T, Nielsen Niels C, Skrydstrup Troels
The Center for Insoluble Protein Structures (inSPIN), Department of Chemistry, University of Aarhus, Langelandsgade 140, 8000 Aarhus C, Denmark.
J Org Chem. 2008 May 2;73(9):3570-3. doi: 10.1021/jo7026189. Epub 2008 Mar 26.
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%.
以(E,E)-1-氟-2,5-双(3-羟基羰基-4-羟基)苯乙烯基苯(FSB)为代表的苯乙烯基苯衍生物,因其能与β-淀粉样肽原纤维结合而闻名。通过两个连续的钯(0)催化偶联反应,以34%的总收率高效合成了该化合物。这相对于之前报道的1.1%的FSB合成收率有了显著提高。