A Synthesis of 3-[2-(6,7-Dimethoxy-1,2,3,4-tetrahydro-1-isoquinolyl) ethyl]-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-benzo [a] quinolizine (rac-c-Noremetine-Pyman).
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概要
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Ethyleneacetal of nicotinaldehyde was quaternized with 3,4-dimethoxyphenethyl bromide and the product (I) was oxidized with alkaline potassium ferricyanide, yielding 1-(3,4-dimethoxyphenethyl)-5-(1,3-dioxolan-2-yl)-2 (1H)-pyridone (II) in a fair yield, from which the aldehyde (III) was recovered in an excellent yield. (III) will serve as a starting material for various syntheses and in this paper a synthesis of rac-c-noremetine-Pyman was described as such an example.
- 1959-02-10
著者
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桐沢 誠
College of Pharmacy, Nihon University
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桐沢 誠
College Of Pharmacy Nihon University
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桐沢 誠
Faculty of Pharmaceutical Sciences, University of Tokyo
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- Lactams. VIII. The Alkaline Ferricyanide Oxidation of 3-Substituted 1-(3,4-Dimethoxyphenethyl) pyridinium Salts : Effects of Hydrocarbon Substituents on Orientation of the Oxidation
- Lactams. VI. Synthesis and Nuclear Magnetic Resonance Study of 1-Aralkyl-3-methyl- and -5-methyl-2(1H)-pyridones
- A Synthesis of 2-(6,7-Dimethoxy-1,2,3,4-tetrahydro-1-isoquinolylmethyl)-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-benzo [a] quinolizine (rac-c-Bisnoremetine).
- A Synthesis of 3-[2-(6,7-Dimethoxy-1,2,3,4-tetrahydro-1-isoquinolyl) ethyl]-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-benzo [a] quinolizine (rac-c-Noremetine-Pyman).
- Oxidation of 4-(1,1-Ethylenedioxyethyl)-and 4-(Ethylenedioxymethyl)-1-methylpyridinium Salts.