Formation of Dibenzo [b, f] azecines by the Reaction of 1-Halogenophenethyl-1H-2-benzazepines with Dimsylsodium
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概要
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Treatment of 1-(2-bromo-4,5-dimethoxyphenethyl)-2,3,4,5-tetrahydro-7,8-dimethoxy-2-methyl-1H-2-benzazepine (7a) with dimsylsodium afforded 5,6,7,8,13,14-hexahydrotrans-13,14-methano-2,3,10,11-tetramethoxy-5-methyldibenzo [b, f] azecine (8) and its cisisomer (9). The structure of the former was confirmed by direct comparison with the authentic sample prepared by the Simmons-Smith reaction of the 13,14-trans-5,6,7,8-tetrahydrodibenzo [b, f] azecine (11). 5,6,7,8,13,14-Hexahydro-11-hydroxy-cis-13,14-methano-2,3,10-trimethoxy-5-methyldibenzo [b, f] azecine (15) was obtained by the reaction of 1-(2-bromo-4,5-dimethoxyphenethyl)-2,3,4,5-tetrahydro-8-hydroxy-7-methoxy-2-methyl-1H-2-benzazepine (7b) with dimsylsodium. The same reaction by the use of 1-(2-bromo-4,5-dimethoxyphenethyl)-2,3,4,5-tetrahydro-7-hydroxy-8-methoxy-2-methyl-1H-2-benzazepine (7e) afforded the 13-(methylsulfinyl) methyl-5H-dibenzo [b, g] azacycloundecine (16).
- 公益社団法人日本薬学会の論文
- 1977-11-25
著者
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渋谷 皓
Tokyo College of Pharmacy
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加納 慎蔵
Tokyo College of Pharmacy
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横松 力
Tokyo College of Pharmacy
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渋谷 皓
東京薬科大学 分子機能解析
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横松 力
東京薬科大学 分子機能解析
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横松 力
東京薬科大学
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