Bisbenzylisoquinoline Alkaloids and Related Compounds. V. A Total Synthesis of Diastereoisomeric Mixture of Liensinine

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概要

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• Diastereoisomeric mixture of O, O-dibenzyl-liensinine (II) was successfully obtained by the modified Ullmann reaction of dl-1-(4-benzyloxybenzyl)-2-methyl-6-methoxy-7-hydrozy-1,2,3,4-tetrahydroisoquinoline (XVII) with dl-1-(3-bromo-4-benzyloxybenzyl)-2-methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (X) which has a large substituent such as benzyloxy-group at the ortho position of bromobenzene nucleus, without any detectable side reaction on the thin-layer chromatography. Removal of benzyl group by treating II with hydrochloric acid gave diastereoisomeric mixture of liensinine (I'), whose infrared and ultraviolet spectra were identical with those of natural product.

• 公益社団法人日本薬学会の論文
• 1966-01-25

著者

• 亀谷 哲治

  Pharmaceutical Institute, Tohoku University School of Medicine

• 高野 誠一

  Pharmaceutical Institute Tohoku University

• 佐々木 藤紀

  Pharmaceutical Institute, Tohoku University School of Medicine

• 亀谷 哲治

  Pharmaceutical Institute Medical Faculty University Of Osaka

• 佐々木 藤紀

  Pharmaceutical Institute Tohoku University School Of Medicine

• 増子 和子

  Pharmaceutical Institute, Tohoku University School of Medicine

• 増子 和子

  Pharmaceutical Institute Tohoku University School Of Medicine

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