Abstract
Biscoclaurine-type base was prepared by the Ullmann reaction of two kinds of benzyl-tetrahydroisoguinoline-type base. One of the starting material, 1-(2-bromobenzyl)-2-methyl-6, 7-dimethoxy-1, 2, 3, 4-tetrahydroisoquinoline (VIII) was prepared by the route shown in Chart 1 and this was submitted to the Ullmann condensation with armepavine (1-(4-hydroxybenzyl)-2-methyl-6, 7-dimethoxy-1, 2, 3, 4-tetrahydroisoquinoline) (X) and a compound possessing the parent skeleton of the magnolaminetype base (I), dl-2, 4′-bis (2-methyl-6, 7-dimethoxy-1, 2, 3, 4-tetrahydro-1-isoquinolylmethyl) diphenyl ether (XI), was obtained.
