Production of (2S, 3S)-2,3-Dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzothiazepin-4(5H)-one, a Key Intermediate for Diltiazem Synthesis, by Bakers' Yeast-Mediated Reduction
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概要
- 論文の詳細を見る
Bakers' yeast-mediated reduction of (RS)-2-(4-methoxyphenyl)-1,5-benzothiazepin-3,4(2H, 5H)-dione [(RS)-1] to (2S, 3S)-2,3-dihydro-3-hydroxy-2-(4-methoxyphenyl)-1,5-benzo-thiazepin-4(5H)-one, a key intermediate in the synthesis of diltiazem hydrochloride, was investigated for industrial application. We found that an aggregate of (RS)-1,formed by the addition of its DMF solution to water, was soluble in an aqueous medium at about 20 mg/l. Thus, the asymmetric reduction using the (RS)-1 aggregate successively proceeded in the presence of ethanol under aerobic conditions. In this procedure, 100 g of the substrate was reduced in 1 l of the aqueous medium to produce the desired chiral intermediate with over 99% enantiomeric excess in 80% yield.
- 公益社団法人日本生物工学会の論文
- 1997-09-25
著者
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Sasaki Yukiko
Department Of Anesthesiology Kitano Hospital
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Sakai Yukiko
Department Of Chemical And Biochemical Engineering Toyama National College Of Technology
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Shibatani Takeji
Pharmaceutical Development Research Laboratory Tanabe Seiyaku Co. Ltd.
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Shibatani Takeji
Pharmaceutical Developemnt Research Laboratory:tanabe Seiyaku Co. Ltd.
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MATSUNO Ryuichi
Graduate School of Agriculture, Kyoto University
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Kometani Tadashi
Department Of Chemical And Biochemical Engineering Toyama National College Of Technology
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Kometani Tadashi
Department Of Biochemical Engineering Toyama National College Of Technology
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Matsumae Hiroaki
Pharmaceutical Development Research Laboratory Tanabe Seiyaku Co. Ltd.
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Matsuno Ryuichi
Graduate School Of Agriculture Kyoto University
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Sasaki Yukiko
Department Of Chemical And Biochemical Engineering Toyama National College Of Technology
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