Studies on 1-Azabicyclo Compounds. XIII. Synthesis of 1-Methyl-6-decahydroazecinone by the Reaction of 3,4,6,7,8,9-Hexahydro-2H-quinolizine with Methyl Iodide
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概要
- 論文の詳細を見る
Reaction of Δ^<1,10>-hexahydroquinolizine (I) with methyl iodide in various solvents were carried out. The reaction in the presence of methanol or ethanol proceeded at low temperature to give 10-methoxy-5-methyloctahydroquinolizinium iodide (IIIa) or the corresponding 10-ethoxy methiodide (IIIb), respectively, besides the methiodide (II). Using 70% aqueous methanol as a solvent, the reaction gave 1-methyl-6-decahydroazecinone (IV) accompanied with IIIa and II. The reaction in 70% aqueous tetrahydrofuran or aqueous acetone led to the formation of V besides II. Methiodides, IIIa and IIIb, were respectively converted into IV by heating with hydrobromic acid.
- 社団法人日本薬学会の論文
- 1973-04-25
著者
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荒田 義雄
Faculty Of Pharmaceutical Sciences Kanazawa University
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小田 幸雄
Faculty of Pharmaceutical Sciences, Kanazawa University
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小田 幸雄
Faculty Of Pharmaceutical Sciences Kanazawa University
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荒田 義雄
Faculty of Pharmaceutical Sciences, Kanazawa University
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- Studies on 1-Azabicyclo Compounds. XXII. Stereochemistry of 9a-Substituted Quinolizidine Methiodides
- Studies on 1-Azabicyclo Compounds. XIX. Synthesis of Ten-membered Ring Amine Derivatives from 5-Methyl-10-nitromethyloctahydro-quinolizinium Iodide and Its Derivatives
- Studies on 1-Azabicyclo Compounds. XIV. Synthesis of 1-Methyldecahydro-1,4-diazecin-5-one from Octahydropyrido [1,2-a] pyrazine Derivatives
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- Studies on 1-Azabicyclo Compounds. XXVII. Synthesis of Ten-membered Ring Amines from 1-Oxo-, 9a-Benzyl-, and 9a-Benzyl-1-oxo-quinolizidine
- Chemical Transformation of Protoberberines. III. Convenient Synthesis of 8-Methoxyberberinephenolbetaine by Photooxygenation of Berberine. A Novel Conversion of Berberine into (±)-Ophiocarpine, (±)-Epiophiocarpine, (±)-α-Hydrastine, and (±)-β-Hydrastine
- Chemical Transformation of Protoberberines. I. Conversion of Tetrahydroberberine and Dihydroberberine into Noroxyhydrastinine by Photooxygenation
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- Studies on 1-Azabicyclo Compounds. XVII. Transannular Reaction of cis- and trans-1,2,3,4,7,8,9,10-Octahydroazecine and Their Derivatives
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