Biscoclaurine型塩基の合成研究 (第6報)
dl-3,3´-およびdl-2,3´-Bis (2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydro-1-isoquinolylmethyl) diphenyl Etherの合成
1960 年 80 巻 6 号 p. 791-795
詳細
1960 年 80 巻 6 号 p. 791-795
Two kinds of biscoclaurine-type bases were prepared by the Ullmann reaction of two benzyl-tetrahydroisoquinoline type bases. One of the starting materials, dl-1-(3-bromobenzyl)-2-methyl-6, 7-dimethoxy-1, 2, 3, 4-tetrahydroisoquinoline (VII), was prepared by the route illustrated in Chart 1 and the Ullmann condensation of (VII) with dl-1-(3-hydroxybenzyl)-2-methyl-6, 7-dimethoxy-1, 2, 3, 4-tetrahydroisoquinoline (IX) gave dl-3, 3′-bis (2-methyl-6, 7-dimethoxy-1, 2, 3, 4-tetrahydro-1-isoquinolylmethyl) diphefyl ether (XI). The same Ullmann condensation of (IX) and dl-1-(2-bromobenzyl)-2-methyl-6, 7-dimethoxy-1, 2, 3, 4-tetrahydroisoquinoline (XII) afforded dl-2, 3′-bis (2-methyl-6, 7-dimethoxy-1, 2, 3, 4-tetrahydro-1-isoquinolylmethyl) diphenyl ether (XIII).
