CFT, Win-35428

甲基(1R,2S,3S,5S)-3-(4-氟苯基)-8-甲基-8-氮杂双环[3.2.1]辛烷-2-甲酸酯Chemical Name: (-)-3beta-(4-Fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2beta-carboxylic acid methyl ester
CAS No. 50370-56-4
项目整合开发状态: Preclinical
项目研究机构: National Institute on Drug Abuse (Originator), Research Triangle Institute (Originator), Sanofi-Aventis (Originator)
合成路线:By condensation of (-)-anhydroecgonine methyl ester (I) with 4-fluorophenylmagnesium bromide (II) by means of cuprous chloride in refluxing ether.
📌 参考资料/链接:
参考文献标题:WIN-35,428
文献作者:Castar,J.; Hillier,K.
参考来源:Drugs Fut 1980,5(9),459

📄 详细内容


合成路线:By condensation of (-)-anhydroecgonine methyl ester (I) with 4-fluorophenylmagnesium bromide (II) by means of cuprous chloride in refluxing ether.

合成路线:The reaction of anhydroecgonine methyl ester (I) with 4-methylphenylmagnesium bromide (II) in ethyl ether gives 3beta-(4-methylphenyl)tropane-2beta-carboxylic acid methyl ester (III),which is demethylated by reaction with 2,2,2-trichloroethyl chloroformate (IV) yielding the carbamate (V),followed by reduction with Zn/AcOH to afford the nortropane derivative (VI).The alkylation of (VI) with the tributylstannane (VII),TEA and iodine in ethanol provides the adduct (VIII),which is finally brominated with NBS in THF.

参考文献标题:Compounds affecting the central nervous system.4.3beta-Phenyltropane-2-carboxylic esters and analogs
文献作者:Clarke,R.L.; Daum,S.J.; Gambino,A.J.; Aceto,M.D.; Pearl,J.; Levitt,M.; Cumiskey,W.R.; Bogado,E.F.
参考来源:J Med Chem 1973,16(1),1260-67


合成路线:By condensation of (-)-anhydroecgonine methyl ester (I) with 4-fluorophenylmagnesium bromide (II) by means of cuprous chloride in refluxing ether.
参考文献标题:
文献作者:Clarke,R.L.; Daum,S.J.
参考来源:US 3813404


产品链接: CAS No. 50370-56-4››