Decahydroisoquinoline誘導体の合成研究 (第8報)

2-Methyl-4-benzoyl-10-hydroxydecahydroisoquinolineおよびその異性体の合成

抄録

A new method for synthesis of 2-methyl-4-anisoyl-10-hydroxydecahydroisoquinoline (IVα) and its isomer (IVβ) had already been described and examinations were also made on the plane structure and steric structures of these compounds. In continuation, attempts were made in the present series of work to prepare 2-methyl-4-benzoyl-10-hydroxydecahydroisoquinoline (XXVIα) and its isomer (XXVIβ), in which the side chain at 4-position had been substituted with a benzoyl group. The present reaction was found to proceed smoothly when the methoxyl in para-position had been eliminated and formation of two kinds of stereoisomers, as in the case of 4-anisoyl derivative, was observed. Examinations were also made on the physical and chemical properties of these isomers, and the mode of their isomerization, and observations similar to the isomers of α- and β-types of the 4-anisoyl compound were gained. It was thereby assumed that these isomers (XXVIα) and (XXVIβ) are the stereoisomers with different steric configuration of the side chain at 4-position, as in the case of the 4-anisoyl compound.