A Practical Synthesis of (S)-(-)-Nadifloxacin : Novel Acid-Catalyzed Racemization of Tetrahydroquinaldine Derivative
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概要
- 論文の詳細を見る
(S)-(-)-Nadifloxacin [(S)-(-)-9-fluoro-6,7-dihydro-8-(4-hydroxy-1-piperidyl)-5-methyl-1-oxo-1H, 5H-benzo[i, j]quinolizine-2-carboxylic acid, (S)-(-)-OPC-7251], an antibacterial agent, was synthesized from (S)-(-)-5,6-difluoro-2-methyl-1,2,3,4-tetrahydroquinoline (DFTQ), which was prepared by the optical resolution of recemic DFTQ with 2,3-di-O-benzoxyl-L-tartaric acid. Racemization of the undesired enantiomer [(R)-(+)-DFTQ] was studied in the presence of various acids and the best result was obtained in the case of methanesulfonic acid. The absolute configuration of (-)-nadifloxacin was determined as S by X-ray crystallographic analysis.
- 公益社団法人日本薬学会の論文
- 1996-04-15
著者
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Fujimura Tsutomu
花王生物科学研究所
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Fujimura Tsutomu
Biological Science Laboratories Kao Corporation
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Kido Masaru
Second Tokushima Institute Of New Drug Research Otsuka Pharmaceutical Co. Ltd.
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Kido Masaru
Second Tokushima Institute Of New Drug Ressarch Otsuka Pharmaceutical Co. Ltd.
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Fujimura Tsutomu
Second Tokushima Factory Otsuka Pharmaceutical Co. Ltd.
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HASHIMOTO Koji
Second Tokushima Factory, Otsuka Pharmaceutical Co., Ltd.,
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OKAICHI Yoshihiko
Second Tokushima Factory, Otsuka Pharmaceutical Co., Ltd.,
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NOMI Daisuke
Second Tokushima Factory, Otsuka Pharmaceutical Co., Ltd.,
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MIYAMOTO Hisashi
Microbiological Reserach Institute, Otsuka pharmaceutical Co., Ltd.,
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BANDO Masahiko
Second Tokushima Institute of New Drug Research, Otsuka Pharmaceutical Co., Ltd.,
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FURUTA Takuya
Second Tokushima Factory, Otsuka Pharmaceutical Co., Ltd.,
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MINAMIKAWA Jun-ichi
Second Tokushima Factory, Otsuka Pharmaceutical Co., Ltd.,
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Kido M
Second Tokushima Institute Of New Drug Research Otsuka Pharmaceutical Co. Ltd.
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Kido Masaru
Second Institute Of New Drug Research Otsuka Pharmaceutical Co. Ltd.
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Nomi Daisuke
Second Tokushima Institute Of New Drug Research Otsuka Pharmaceutical Co. Ltd.
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Furuta T
Second Tokushima Factory Otsuka Pharmaceutical Co. Ltd.
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Minamikawa Jun-ichi
Second Tokushima Factory Otsuka Pharmaceutical Co. Ltd.
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Bando Masahiko
Second Tokushima Institute Of New Drug Research Otsuka Pharmaceutical Co. Ltd.
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Hashimoto K
Department Of Cardiovascular And Digestive Surgery Shimane University School Of Medicine
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Okaichi Y
Second Tokushima Factory Otsuka Pharmaceutical Co. Ltd.
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Hashimoto Koji
Second Department Of Surgery Kyushu University School Of Medicine
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Miyamoto Hisashi
Microbiological Reserach Institute Otsuka Pharmaceutical Co. Ltd.
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HASHIMOTO KOJI
Department of Cardiovascular and Digestive Surgery, Shimane University School of Medicine
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HASHIMOTO Koji
Department of Physics, Kyoto University
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