YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Azabenzomorphan関連化合物の合成研究 (第6報)
3-Methyl-1,2,3,4,5,6-hexahydro-2,6-methanobenzo [d] [1,3] diazocineの合成 (複素環式化合物の合成研究 第119報)
亀谷 哲治気賀沢 和雄柊木 峯治
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1965 年 85 巻 10 号 p. 871-875

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In order to synthesize 3-methyl-1, 2, 3, 4, 5, 6-hexahydro-2, 6-methanobenzo [d] [1, 3] diazocine (I), the route shown in Chart 1 was followed, starting with 4-ethoxycarbonylmethylcar-bostyril (III) and 4-(2-methylaminoethyl)-3, 4-dihydrocarbostyril (XI) was obtained via IV, VI, IX, and X. The Ladenburg reduction of XI furnished the objective cyclized compound (I). Although there are literature regarding reductive cyclization of 3-(2-aminoethyl)-oxindole derivative, it is interesting that a reductive cyclization was effected in a six-membered ring lactam like XI.

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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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