The Practical Resolution of (2RS, 3RS)-2-HYdroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylthio)propionic Acid, a Key Intermediate for Diltiazem, with L-Lysine
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概要
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Practical resolution of (2RS, 3RS)-2-hydroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylthio)propionic acid (2) was examined by the use of several basic amino acids. L-Lysine was found to be the most effective resolving agent to obtain (+)-(2S, 3S)-2,a key intermediate for the synthesis of diltiazem (1). This new method should be applicable to the industrial production of 1 in view of the simplicity of the procedure, the ready availability of L-lysine, and the high yield of the desired isomer. The absolute stereochemistry of (+)-2 was determined to be 2S, 3S by X-ray crystallographic analysis.
- 公益社団法人日本薬学会の論文
- 1989-12-25
著者
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岡村 公生
Organic Chemistry Research Laboratory, Tanabe Seiyaku Co., Ltd.,
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伊達 忠正
Organic Chemistry Research Laboratory, Tanabe Seiyaku Co., Ltd.,
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西本 茂
Pharmaceutical Technics Division, Tanabe Seiyaku Co., Ltd.,
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岡村 公生
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.
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西本 茂
Pharmaceutical Technics Division Tanabe Seiyaku Co. Ltd
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伊達 忠正
Organic Chemistry Research Laboratory Tanabe Seiyaku Co. Ltd.
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瀬沼 勝
Pharmaceutical Technics Division
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柴崎 昌隆
Pharmaceutical Technics Division
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柴田 恵次郎
Pharmaceutical Technics Division
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柴田 恵次郎
Pharmaceutical Technics Division:tanabe Seiyaku Co. Ltd.
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瀬沼 勝
Research Laboratory Of Applied Biochemistry
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柴崎 昌隆
Pharmaceutical Technics Division:tanabe Seiyaku Co. Ltd.
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- The Practical Resolution of (2RS, 3RS)-2-HYdroxy-3-(4-methoxyphenyl)-3-(2-nitrophenylthio)propionic Acid, a Key Intermediate for Diltiazem, with L-Lysine
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