Synthesis of Homobenzomorphans and the Related Compounds. III. 3-Methyl-2,3,4,5,6,7-hexahydro-1,6-methano-1H-3-benzazonine
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概要
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3-Methyl-2,3,4,5,6,7-hexahydro-1,6-methano-1H-3-benzazonine (VIIb) has been synthesized. A four-step sequence [from 5-phenylpiperidone-2 (I)] gave N-methyl-N-carbethoxyaminomethyl-α-tetralone (III). Compound (III) was condensed with glyoxylic acid to give 2-carboxymethylene derivative (IVa) of III, which was converted to sevenmembered lactam (VI) by hydrogenation, hydrolysis, esterification and cyclization. Reduction of the carbonyl groups in VI afforded VIIb. Cyclization of N-carboxymethyl compound (IXb) prepared from III did not afford the 1H-3-benzazonine derivative, but 3-benzazocine derivative (X).
- 公益社団法人日本薬学会の論文
- 1976-03-25
著者
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三橋 監物
Faculty of Pharmaceutical Sciences, University of Toyama
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米谷 正
富山工業高等専門学校
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塩谷 俊作
Toyama Technical College
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塩谷 俊作
Toyama National College Of Technology
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三橋 監物
Faculty Of Pharmaceutical Sciences Josai University
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