合成路线1

The cycloaddition of the oxidopyridinium (I) with p-tolyl(vinyl)sulfoxide (II) in refluxing dioxane gives the tropenone derivative (III), which is treated with phenylmagnesium bromide and CuBr in THF yielding the diaryl tropanone derivative (IV). The reduction of (IV) with LiAlH4 in THF affords the corresponding alcohol (V), which is deoxigenated by reaction first with O-phenyl chlorothioformate and then with tributyltin hydride and AIBN in hot toluene to provide the diaryltropane (VI). The elimination of the sulfoxide group of (VI) with PCl3 and Raney-Ni in refluxing ethanol gives the diaryl tropane (VII) (1), which is submitted to N-demethylation with alpha-chloroethyl chloroformate and proton sponge in refluxing dichloroethane yielding the intermediate (VIII), which is finally N-alkylated with 2-phenylethyl bromide (IX) and K2CO3 in DMF.