The Practical Synthesis of(2S)-7-Methoxy-1, 2, 3, 4-tetrahydro-2-naphthylamine via Optical Resolution of 2-(3-Methoxybenzyl)succinic Acid
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概要
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We describe the practical synthetic route for(2S)-7-methoxy-1, 2, 3, 4-tetrahydro-2-naphthylamine[(2S)-2-amino-7-methoxytetraline ; (S)-AMT]. (2R)-2-(3-Methoxybenzyl)succinic acid[(R)-1]was obtained by the optical resolution of 2-(3-methoxybenzyl)succinic acid(1)as the salt of(1R, 2S)-2-(benzylamino)cyclohexylmethanol(7), and(R)-1 was converted to the optically active(2S)-7-methoxy-1, 2, 3, 4-tetrahydron-2-naphthoic acid[(S)-2]by the intramolecular Friedel-Crafts reaction followed by catalytic hydrogenation. (S)-AMT was obtained from the acid(S)-2 by Hofmann rearrangement without racemization.
- 公益社団法人日本薬学会の論文
- 2001-03-01
著者
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Yamaguchi Toshiaki
Kissei Pharmaceutical Co. Ltd. Central Research Laboratories
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Yamaguchi Takuji
Central Research Laboratory Tsumura & Co.
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TAKEUCHI Hirofumi
Gifu Pharmaceutical University
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Ishikawa Tsutomu
Dep. Of Medicinal Organic Chemistry Graduate School Of Pharmaceutical Sciences Chiba Univ.
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Ishikawa Tsutomu
Graduate School Of Pharmaceutical Sciences Chiba University
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Yanagi Takashi
Central Research Laboratories Kissei Pharmaceutical Co. Ltd.
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Ishikawa T
Graduate School Of Pharmaceutical Sciences Chiba University
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KIKUCHI Ken
Central Research Laboratories, Kissei Pharmaceutical Co., Ltd.
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TAKEUCHI Hideki
Central Research Laboratories, Kissei Pharmaceutical Co., Ltd.
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ISHIKAWA Takehiro
Central Research Laboratories, Kissei Pharmaceutical Co., Ltd.
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NISHIMURA Toshihiro
Central Research Laboratories, Kissei Pharmaceutical Co., Ltd.
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YAMAMOTO Iwao
Faculty of Textile Science and Technology, Shinshu University
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KAMIJO Tetsuhide
Central Research Laboratories, Kissei Pharmaceutical Co., Ltd.
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Kikuchi K
Graduate School Of Pharmaceutical Sciences The University Of Tokyo:presto Jst Corporation
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Yamaguchi T
Tsumura Res. Laboratories Tsumura & Co.
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Nishimura T
Central Research Laboratories Kissei Pharmaceutical Co. Ltd.
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Yamamoto I
Faculty Of Textile Science And Technology Shinshu University
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Nishimura T
Waseda University Graduate School Information Architecture
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Ishikawa Tsutomu
Graduate School Of Pharmaceutical Sciences Chiba Univ.
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Kamijo T
Central Research Laboratories Kissei Pharmaceutical Co. Ltd.
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Kamijo Tetsuhide
Central Research Laboratories Kissei Pharmaceutical Co. Ltd.:school Of Pharmaceutical Sciences Kitas
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Yamamoto Iwao
Faculty Of Textile Science And Technology Shinshu University
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Ishikawa Toshihisa
Department of Biomolecular Engineering, Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology
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Ishikawa Toshihisa
Graduate School of Pharmaceutical Sciences, Chiba University
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