Studies on Phenylalkanethiolamine. VI. Synthesis and Configuration of 2-Phenyl-3,4-dimethylthiomorpholine
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概要
- 論文の詳細を見る
Racemic and optically active N-(2-mercaptoethyl)ephedrines, 2-phenyl-3,4-dimethyl-tetrahydro-4H-1,4-thiazines, and their diastereomers were prepared, and their configurations were investigated. 2-Phenyl-3,4-dimethyltetrahydro-4H-1,4-thiazine, was obtained either by chlorination of N-(2-hydroxyethyl)ephedrine with thionyl chloride followed by cyclization with sodium sulfide, or by dehydration N-(2-mercaptoethyl)-l-and d-ψ-ephedrines with 80% sulfuric acid. Both reactions led to formation of threo-2-phenyl-3,4-dimethyltetrahydro-4H-1,4-thiazine. erythro-2-Phenyl-3,4-dimethyltetra-hydro-4H-1,4-thiazine was prepared from erythro-1-phenyl-2-methylaminopropanethiol and cthylene dibromide. When N-(2-mercaptoethyl)ephedrine was heated, formation of ephedrine due to partial splitting of 2-mercaptoethyl group was observed.
- 社団法人日本薬学会の論文
- 1964-09-25
著者
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西村 温樹
Research Laboratories:dainippon Pharmaceutical Co. Ltd.
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西村 温樹
Research Laboratories Dainippon Pharmaceutical Co. Ltd.
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山内 脩
Faculty Of Pharmaceutical Sciences Kyoto University:(present Address)institute Of Chemistry College
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山内 脩
Research Laboratory, Dainippon Pharmaceutical Co., Ltd.
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高松 秀二
Research Laboratory, Dainippon Pharmaceutical Co., Ltd.
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高松 秀二
Research Laboratory Dainippon Pharmaceutical Co. Ltd.
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