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Tiludronate disodium, Tiludronic acid disodium salt, SR-41319B, ME-3737, Cl-TMBP, Skelid

替鲁膦酸二钠 替鲁膦酸 Chemical Name: (4-Chlorophenylsulfanylmethylene)bisphosphonic acid disodium salt
CAS No. 149845-07-8, 89987-06-4 (free acid)
项目整合开发状态: Launched-1995
项目研究机构: Sanofi-Aventis (Originator), Meiji Seika (Licensee)
合成路线:The reaction of di(4-chlorophenyl)disulfide (I) with tetraisopropyl methylenediphosphonate (II) by means of NaH in hot DMF gives tetraisopropyl (4-chlorophenyl)thiomethylenediphosphonate (III),which is finally hydrolyzed with refluxing aqueous 6N HCl.
📌 参考资料/链接:
参考文献标题:Polarizing elements
文献作者:Shirasaki,M.(Sanofi-Synthabo)
参考来源:DE 3378140; EP 0100718

📄 详细内容


合成路线:The reaction of di(4-chlorophenyl)disulfide (I) with tetraisopropyl methylenediphosphonate (II) by means of NaH in hot DMF gives tetraisopropyl (4-chlorophenyl)thiomethylenediphosphonate (III),which is finally hydrolyzed with refluxing aqueous 6N HCl.

参考文献标题:SR-41319
文献作者:Serradell,M.N.; Castar,J.
参考来源:Drugs Fut 1985,10(6),482


合成路线:A synthesis for [benzene-U-14C]-tiludronate has been described:The chlorination of [U-14C]-acetanilide (I) with tetrabutylammonium iodotetrachloride gives the corresponding 4-chloro derivative (II) (along with some of the 2-chloro isomer).The hydrolysis of (II) with concentrated HCl at 60 C yields the chloroaniline (III),which is converted to the corresponding diazonium salt (IV) with NaNO2 and HCl.The reaction of (IV) with ferric thiocyanate affords the labeled 4-chlorophenylthiocyanate (V),which is condensed with the lithium salt of methylenebis(phosphonic acid)tetraisopropyl ester (VI) in THF to yield 4-chlorophenylsulfanylmethylenebis(phosphonic acid)tetraisopropyl ester (VII).Finally,this compound is hydrolyzed with concentrated HCl or aqueous NaOH.
参考文献标题:Synthesis of disodium [benzene-U-C-14]-(4-chlorophenylthio)methylenediphosphonate,[benzene-U-C-14]-tiludronate
文献作者:Ellames,G.J.; Burgos,A.
参考来源:J Label Compd Radiopharm 1995,36(11),1071


产品链接: CAS No. 149845-07-8››

产品链接: CAS No.89987-06-4››