新产品编号:1898909
Chemical Name: 4-[N-[8-(1,3-Benzodioxol-5-ylmethyl)-8-azabicyclo[3.2.1]oct-3endo-yl]-N-phenylamino]-N,N-diethylbenzamide
项目整合开发状态: Biological Testing
项目研究机构: R.W. Johnson (Originator)
合成路线:The reductive alkylation of tropinone (I) with aniline (II) using either NaBH4 or NaBH(OAc)3 as the reducing agent furnished the endo-isomer (III).Arylation of amine (III) with t-butyl 4-bromobenzoate (IV) produced the (diarylamino)tropane (V).Acid cleavage of the tert-butyl ester of (V) gave acid (VI),which was further coupled to diethylamine,yielding amide (VII).Demethylation of tropane (VII) with 1-chloroethyl chloroformate,followed by methanolysis of the resulting carbamate (VIII),provided the secondary amine (IX).This was finally subjected to reductive alkylation with 3,4-methylenedioxybenzaldehyde (X) to give the title compound.
📌 参考资料/链接:
参考文献标题:Synthesis and binding affinities of 4-diarylaminotropanes,a new class of delta opioid agonists
文献作者:Boyd,R.E.; Carson,J.R.; Codd,E.E.; Gauthier,A.D.; Neilson,L.A.; Zhang,S.-P.
参考来源:Bioorg Med Chem Lett 2000,10(10),1109