Studies on the Alkaloids of Menispermaceous Plants. LXXXI
On the Structure of Biscoclaurine Alkaloids. (2). Steric Configuration of the Two Asymmetric Centers in the Isotetrandrine Molecule
1951 年 71 巻 10 号 p. 1035-1039
詳細
1951 年 71 巻 10 号 p. 1035-1039
When isotetrandrine is reacted by metallic sodium in liquid ammonia, it is bisected into two bases of l-1-(4′-methoxybenzyl)-6, 7-dimethoxy-N-methyl-1, 2, 3, 4-tetrahydroisoquinoline (II) and d-1-(4′-hydroxybenzyl)-6-methoxy-7-hydroxy-N-methyl-1, 2, 3, 4-tetrahydroisoquinoline (III). Therefore, it has been determined that the structure of isotetrandrine and the steric configuration of the two asymmetric centers in the isotetrandrine molecule should be represented by formula (I). It was clarified that, as the consequence of reëxamination of the so-called trimethylcoclaurine of m.p. 202-203°, it is not O, O-dimethyl-N-methyl-coclaurine (II) as described in the literature, but should be corrected as O, O-dimethyl-coclaurine (VI).
