Studies on 1,2,3,4-Tetrahydroisoquinolines. II. A One-pot Synthesis of 1-Arylmethyl-1,2,3,4-tetrahydroisoquinolines from an Isoquinolinium Salt
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概要
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In connection with our previous study on the β-adrenoceptor activities of the positional isomers of trimetoquinol, various 1-arylmethyl-1,2,3,4-tetrahydroisoquinolines (10b-i) were synthesized. The Barbier reaction of the quaternary salt (7) with arylmethyl halides, followed by sodium monoacetoxyborohydride [NaBH_3 (OAc)] reduction in a one-pot procedure, gave the tribenzyltetrahydroisoquinolines (9b-i) in excellent yields. Catalytic debenzylation of 9b-i furnished 10b-i. None of the compounds (10b-i) exhibited significant bronchodilating activity.
- 社団法人日本薬学会の論文
- 1981-07-25
著者
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伊藤 信夫
Research Laboratories Tanabe Seiyaku Co. Ltd.
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池沢 一郎
Research Laboratories Tanabe Seiyaku Co. Ltd.
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山田 幸一郎
Research Laboratories, Tanabe Seiyaku, Co., Ltd.
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清本 昭夫
Research Laboratories, Tanabe Seiyaku, Co., Ltd.
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岩隈 建男
Research Laboratories, Tanabe Seiyaku, Co., Ltd.
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清本 昭夫
Research Laboratories Tanabe Seiyaku Co. Ltd.
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山田 幸一郎
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.
関連論文
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- Studies on 1,2,3,4-Tetrahydroisoquinolines. III. Syntheses and β-Adrenoceptor Activities of Methyl Derivatives of Trimetoquinol
- Studies on 1,2,3,4-Tetrahydroisoquinolines. II. A One-pot Synthesis of 1-Arylmethyl-1,2,3,4-tetrahydroisoquinolines from an Isoquinolinium Salt
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- (−)-1-(3, 4, 5-trimethoxybenzyl)-7-hydroxy-1, 2, 3, 4-tetrahydroisoquinoline HCl(l-MTI)の気管支拡張作用
- （−）-1-（3,4,5-trimethoxybenzyl）-5,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline HCl(l-DTI)の気管支ならびに心臓血管系に対する作用
- (±)-1-(3, 4, 5-trimethoxybenzyl)-6-hydroxy-1, 2, 3, 4-tetrahydroisoquinoline hydrochloride (CV-705) の麻酔犬における血管拡張作用
- (±)-1-(3,4,5-trimethoxybenzys)-1,2,3,4-tetrahydroisoquinoline(TMI)誘導体の血管拡張作用