Azabenzomorphane and Related Compounds. VIII. A Synthesis of 4-Benzyl-1-3,4,5,6-tetrahydro-1H-2,6-methanobenzo [e][1,3] diazocine
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概要
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In order to test the analgesic action of azabenzomorphane derivatives, 4-benzyl-3,4,5,6-tetrahydro-1 H-2,6-methanobenzo [e][1,3] diazocine (XVIa) and its 2-phenyl derivative (XVIb) were synthesized by cyclization of 4-(benzylaminomethyl)-1,2,3,4-tetrahydroisoquinoline with paraformaldehyde and benzaldehyde. Both compounds were found to be extremely lavile ahainst acid. Methods for synthesis of VI, which was used as a key intermediate, were also examined using 4-cyanoisoquinoline (II) as a srarting material according to three procedures, namely, a) catalytic hydrogenation of 4-benzylaminoisoquinoline (IV), b) reduction of 4-(benzamidonethyl) isoquinoline (X), and c) hydrogenation of the cyclization product between 4-aminomethyl 1-1,2,3,4-tetrahydroisoquinoline (XV) and benzaldehyde.
- 公益社団法人日本薬学会の論文
- 1965-10-25
著者
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亀谷 哲治
Pharmaceutical Institute Medical Faculty University Of Osaka
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気賀沢 和雄
Pharmaceutical Institute, Tohoku University School of Medicine
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早坂 鉄太郎
Research Laboratories, Grelan Pharmaceutical Company, Ltd.
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早坂 鉄太郎
グレラン製薬研究部
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