関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Ketoprofen | HCID 3825 | — |
| 反応物 | (S)-3-Methyl-2-phenylbutylamine | HCID 10176271 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Dexketoprofen | HCID 667550 | 45.9% |
反応手順
(±)-2-(3-Benzoylphenyl)propionic acid (12.7 g, 50 mmol) was added to tetrahydrofuran (hereinafter abbreviated to "THF") (45 ml) and dissolved. Then, (S)-(+)-3-methyl-2-phenylbutylamine (4.1 g, 25 mmol) was added dropwise with stirring. After completing the addition, the reaction solution was maintained at 35° C. to 40° C. for one hour, stirred at room temperature for 4 hours, and then cooled to 10° C. The crystal precipitated was filtered, and the filter cake was washed with cold THF (35 ml) and then dried to give a diastereomer salt (5.84 g) of (S)-(+)-2-(3-benzoylphenyl)propionic acid with (S)-(+)-3-methyl-2-phenylbutylamine. The yield of the product based on (S)-(+)-2-(3-benzoylphenyl)propionic acid contained in the starting material was 56% and the optical purity was 94.3% e.e.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US05852209 |
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| 出典データセット | uspto-grants-1998_12 |
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| ORD ID | ord-a93f0cc35de4414ea15138cb9181163e |
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| 出典メモ | uspto-grants-1998_12 |
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