Studies on the Morphine Alkaloids and Its Related Compounds. XV. Isolations of 8β, 14β-Epoxy-codide and 14-Hydroxy-dihydropseudocodeine from Some Nucleophilic Substitution Reaction Products of Tosylate of 14-Hydroxy-codeine or Its Isomers
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概要
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As the results of further investigation on nucleophilic substitution reactions of 14-hydroxy-codeine 6-tosylate (VIII) and its isomers which are performed to examine the effects of 14β-hydroxyl group on these reactions comparing with the known results in 14β-hydrogen-morphine alkaloids, a new epoxide in morphines, 8β, 14β-epoxy-codide (III), which formed probably by internal SN-reaction with neighbouring group participation of the 14β-hydroxyl group to the 8-position in intermediates in the reactions, and a vicinal-cis-diol, 14-hydroxy-dihydropseudocodeine (XIV), were isolated.
- 公益社団法人日本薬学会の論文
- 1969-08-25
著者
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関 功
Central Research Laboratories, Sankyo Co., Ltd.
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関 功
Central Research Laboratories Sankyo Co. Ltd.
関連論文
- Studies on the Morphine Alkaloids and Its Related Compounds. XX. Syntheses and Pharmacology of Some Demethylated Compounds Related to the 14-Hydroxy-dihydro-6β-thebainol 4-Methyl Ether (Oxymethebanol), A New Potent Antitussive
- Studies on the Morphine Alkaloids and Its Related Compounds. XVIII. Syntheses of N-Substituted-morphinan Dihydronormethines and O-Alkylisoureas related to Morphinan, Norpethidine, or Phenethylamine
- Studies on the Morphine Alkaloids and Its Related Compounds. XVI. Synthesis of 14-Hydroxy-allopseudocodeine 8-Ethers and Its Derivatives
- Untersuchungen auf dem Gebiet der mikrobiologischen Umsetzung. XVI. Umwandlung von Alkaloiden in der Morphin-Reihe durch Trametes sanguinea. (1).
- Gas Chromatography of the Morphine Alkaloids and the Related Compounds
- Studies on the Morphine Alkaloids and Its Related Compounds. XIX. The Beckmann Rearrangement of the Oximes of Dihydrothebainones and Its Hofmann Degradation Products
- Studies on the Morphine Alkaloids and Its Related Compounds. XVII. One-Step Preparations of Enol Ether and Pyrrolidinyl Dienamine of Normorphinone Derivatives
- Studies on the Morphine Alkaloids and Its Related Compounds. XV. Isolations of 8β, 14β-Epoxy-codide and 14-Hydroxy-dihydropseudocodeine from Some Nucleophilic Substitution Reaction Products of Tosylate of 14-Hydroxy-codeine or Its Isomers
- Studies on the Morphine Alkaloids and Its Related Compounds. XIV. Preparation of 6-Amino-hydrophenanthrene Compounds from Hofmann Degradation Products of the Morphine Alkaloids.
- Studies on the Morphine alkaloids and Its Related Compounds. XIII. On the Nucleophilic Substitution Reactions of the 14-Hydroxylated Morphine Alkaloids.