참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Ketoprofen | HCID 3825 | — |
| 반응물 | (S)-3-Methyl-2-phenylbutylamine | HCID 10176271 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | Dexketoprofen | HCID 667550 | 45.9% |
반응 단계
(±)-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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05852209 |
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| 출처 데이터셋 | uspto-grants-1998_12 |
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| ORD ID | ord-a93f0cc35de4414ea15138cb9181163e |
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| 출처 메모 | uspto-grants-1998_12 |
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