FN-6
Chemical Name: Bis(2,4-dicarboxybutyl)phosphinic acid
项目整合开发状态: Biological Testing
项目研究机构: Georgetown University (Originator)
合成路线:Conjugate addition of sodium hypophosphite to dibenzyl alpha-methyleneglutarate (I) afforded the phosphonate (II),which was converted to the benzyl-protected compound (III) by treatment with benzyl alcohol in the presence of pivaloyl chloride.Deprotonation of (III) with NaH followed by conjugate addition to (I) provided the pentabenzyl ester (IV).Finally,hydrogenolysis of the benzyl ester groups of (IV) using H2 over palladium hydroxide gave rise to the title compound.
📌 参考资料/链接：
参考文献标题:Ligands for metabotropic glutamate receptors
文献作者:Kozikowski,A.P.; Nan,F.; Wroblewski,J.T.(Georgetown University)
参考来源:WO 0064911
📄 详细内容
合成路线:Conjugate addition of sodium hypophosphite to dibenzyl alpha-methyleneglutarate (I) afforded the phosphonate (II),which was converted to the benzyl-protected compound (III) by treatment with benzyl alcohol in the presence of pivaloyl chloride.Deprotonation of (III) with NaH followed by conjugate addition to (I) provided the pentabenzyl ester (IV).Finally,hydrogenolysis of the benzyl ester groups of (IV) using H2 over palladium hydroxide gave rise to the title compound.
参考文献标题:Dual function glutamate-related ligands: Discovery of a novel,potent inhibitor of glutamae carboxypeptidase II possessing mGluR3 agonist activity
文献作者:Nan,F.; Bzdega,T.; Pshenichkin,S.; Wroblewski,J.T.; Wroblewska,B.; Neale,J.H.; Kozikowski,A.P.
参考来源:J Med Chem 2000,43(5),772