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Journal of The Chemical Society-perkin Transactions 1 | 1977

Studies on the syntheses of heterocyclic compounds. Part 680. Abnormal formation of aporphine derivatives by Grewe cyclisation

Tetsuji Kametani; Tsuneo Uryu; Keiichiro Fukumoto

Grewe cyclisation of 1,2,3,4,5,8-hexahydro-1-(4-hydroxybenzyl)-2-methylisoquinoline (5) under various conditions gave the aporphines (11), (12), and (14): the structures of (11) and (12) were confirmed by alternative syntheses.


Journal of Heterocyclic Chemistry | 1972

Studies on the syntheses of analgesics. Part XXXII. An alternative synthesis of 1,2,3,4,5,6-Hexahydro-8-hydroxy-6,11-dimethyl-3-(3-methyl-2-butenyl)-2,6-methano-3-benzazoeine [Studies on the syntheses of heterocyclic compounds. Part CDLXXX]†‡

Tetsuji Kamelani; Kazuo Kigasawa; Mineharu Hiiragi; Fumio Satoh; Hideo Sugi; Tsuneo Uryu


Yakugaku Zasshi-journal of The Pharmaceutical Society of Japan | 1972

[Syntheses of analgesics. 28. Syntheses of 4-amino-3-methyl-1,2-diphenyl-2-propionyloxybutane derivatives].

Tetsuji Kametani; Kazuo Kigasawa; Mineharu Hiiragi; Wakisaka F; Tsuneo Uryu


Yakugaku Zasshi-journal of The Pharmaceutical Society of Japan | 1980

Studies on the Syntheses of Drugs Acting on Circulatory System. I. Syntheses of 1-Substituted 3, 7-Dimethylxanthine (Studies on the Syntheses of Heterocyclic Compounds. Part DCCCXXIV)

Tetsuji Kametani; Kazuo Kigasawa; Mineharu Hiiragi; Nagatoshi Wagatsuma; Tsuneo Uryu; Hitoshi Inoue


Chemical & Pharmaceutical Bulletin | 1976

Studies on the syntheses of analgesics. XLVI. An abnormal hofmann degradation of N-(4-hydroxybenzyl)-3-benzazocinium halides (Studies on the syntheses of heterocyclic compounds. DCLXVIII).

Tetsuji Kametani; Kazuo Kigasawa; Mineharu Hiiragi; Kikuo Wakisaka; Tsuneo Uryu; Hideo Sugi; Setsu Saitoh; Haruhide Ishimaru; Seiji Haga


Journal of Medicinal Chemistry | 1973

Syntheses of analgesics. 34. Synthesis of 3-hydroxy-N-cyclopropylmethyl-9-azamorphinnan. (Studies on the syntheses of heterocyclic compounds. 509).

Tetsuji Kametani; Kazuo Kigasawa; Mineharu Hiiragi; Nagatoshi Wagatsuma; Tsuneo Uryu; Kunio Araki


Chemical & Pharmaceutical Bulletin | 1976

Studies on the Syntheses of Analgesics. XLI. Optical Resolution of (±)-N-Cyclopropylmethyl-3-hydroxy-9-azamorphinan (Studies on the Syntheses of Heterocyclic Compounds. Part DCLXIX)

Tetsuji Kametani; Kazuo Kigasawa; Mineharu Hiiragi; Nagatoshi Wagatsuma; O. Kusama; Tsuneo Uryu


Journal of Heterocyclic Chemistry | 1972

Syntheses of analgesics. Part XXX.†. Conformational studies of diastereoisomeric quaternary ammonium salts of 1,2,3,4,5,6-Hexahydro-2,6-methano-3-benzazocines‡

Tetsuji Kametani; Kazuo Kigasawa; Mineharu Hiiragi; Fumio Satoh; Setsu Saito; Hideo Sugi; Tsuneo Uryu


Chemical & Pharmaceutical Bulletin | 1971

Synthesis of 1,2,3,4,5,6,7,8-Octahydro-1-(4-methoxybenzyl)-2-methylphthalazine Derivative (Studies on the Syntheses of Heterocyclic Compounds. CDXXXI)

Tetsuji Kametani; Tetsuya Kohno; Kazuo Kigasawa; Mineharu Hiiragi; Kikuo Wakisaka; Tsuneo Uryu


Heterocycles | 1976

Synthesis of a Fantastic Analgesic N-Cyclopropylmethyl-3-hydroxy-9-azamorphinan

Tetsuji Kametani; Kazuo Kigawsawa; Mineharu Hiiragi; Nagatoshi Wagatsuma; O. Kusama; Tsuneo Uryu

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