Isoquinoline誘導体の合成 (第2報)

(±)-N-MethylcalycotomineのAcyl誘導体および6,7-Dimethoxy-3,4-dihydro-1-isoquinolinecarboxamide誘導体の合成

抄録

Ethyl 6, 7-dimethoxy-3, 4-dihydro-1-isoquinolinecarboxylate (I) and its reduction product, tetrahydroisoquinoline (III), from (±)-calycotomine (IV) by reduction of their ethoxy-carbonyl group by treatment with sodium borohydride. N-Methylation of IV gives (±)-N-methylcalycotomine (V), which is also obtained by the reduction of the methiodide of I with sodium borohydride and then with lithium aluminum hydride. Of the acyl derivatives (VI) of V, o-methoxybenzoyl compound (VIc) has twice the antitussive action of narcotise. The amide compounds (VIIa-c) were obtained by the condensation of I and various amines.