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新产品编号:1788169

Chemical Name: N-Butyl-11-[2-(4-hydroxyphenyl)-1,2-dicarba-closo-dodecaboran(12)-1-yl]undecanamide
项目整合开发状态: Biological Testing
项目研究机构: University of Tokyo (Originator)
合成路线:Reaction of 4-ethynylanisole (I) with nido-decaborane (II) in acetonitrile/benzene affords compound (III),which is then converted into (V) by reaction with BuLi in DME followed by treatment with CuCl and condensation with 2-(11-bromo-n-undecyloxy)tetrahydro-2H-pyran (IV) in pyridine.Removal of the THP group with p-toluenesulfonic acid in MeOH gives alcohol (VI),which is oxidized with CrO3 and H2SO4 in acetone to provide carboxylic acid (VIII) and ester (VII).Ester (VII) is then converted into carboxylic acid (VIII) by hydrolysis with H2SO4 in dioxane/H2O,which is demethylated with BBr3 in CH2Cl2.Finally,the resulting compound is coupled with butylamine (IX) by means of DCC in acetonitrile.
📌 参考资料/链接:
参考文献标题:New estrogenic antagonists bearing dicarba-closo-dodecaborane as a hydrophobic pharmacophore
文献作者:Endo,Y.; Yoshimi,T.; Yamakosh,Y.
参考来源:Chem Pharm Bull 2000,48(2),312