Studies on Tetrahydroisoquinolines. XXI. A Synthesis of (±)-1-Hydroxy-2-methoxyhomoproaporphine and Stereochemistry of 4-Oxygenated 1,2,3,4-Tetrahydroisoquinolines
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概要
- 論文の詳細を見る
Acid treatment of the p-quinol acetate (23), obtained from the phenolic amine (14) gave (±)-2-hydroxy-3-methoxyhomoproaporphine (20) in excellent yield. However, similar treatment of other p-quinol acetates (24 and 25) afforded no cyclized products. Reaction of 24 or 25 with Ac_2O-conc. H_2SO_4 gave two diastereoisomeric 4,7-diacetates (36a and 36b or 38a and 38b). The stereostructures of 36a and 36b were decided by nuclear magnetic resonance study, while those of 38a and 38b were determined by chemical transformations and X-ray analyses. The stereoselectivity of acetoxylation is discussed.
- 公益社団法人日本薬学会の論文
- 1983-12-25
著者
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星野 修
東京理科大学薬学部
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原 博
Faculty Of Pharmaceutical Sciences Science University Of Tokyo
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原 博
東京理科大学薬学部
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飯高 洋一
Nishi-tokyo Science University
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飯高 洋一
Faculty of Pharmaceutical Sciences, The University of Tokyo
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白井 隆一
Faculty of Pharmaceutical Sciences, Science University of Tokyo
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梅澤 文輔
Faculty of Pharmaceutical Sciences, Science University of Tokyo
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飯高 洋一
School Of Medicine Teikyo University
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飯高 洋一
西東京大・理工
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飯高 洋一
Faculty Of Pharmaceutical Sciences University Of Tokyo
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飯高 洋一
西東京科学大学理工学部
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梅澤 文輔
Faculty Of Pharmaceutical Sciences Science University Of Tokyo
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原 博
東京理大 薬
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白井 隆一
Faculty Of Pharmaceutical Sciences Science University Of Tokyo
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星野 修
Faculty Of Pharmaceutical Sciences Science University Of Tokyo
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飯高 洋一
Faculty Of Pharmaceutical Sciences The University Of Tokyo
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