참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | Potassium Hydroxide | HCID 14797 | — |
| 반응물 | D-Tartrate | HCID 5460284 | — |
| 반응물 | (R)-4-(2-(1-Ethyl-1H-pyrrol-2-yl)ethyl)-4-methyloxazolidin-2-one | HCID 45095485 | — |
| 용매 | Ethanol | HCID 702 | — |
| 용매 | Methanol | HCID 887 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | (2R)-2-amino-2-methyl-4-(1-ethylpyrrol-2-yl)butan-1-ol | HCID 18448118 | 64.8% |
반응 단계
(4R)-4-Methyl-4-[2-(1-ethylpyrrol-2-yl)ethyl]-1,3-oxazolidin-2-one (4.90 g, 22.0 mmol) obtained in Reference example 3 (3d) was dissolved in a mixture of tetrahydrofuran (80 mL) and methanol (40 mL) and a 5.5 N aqueous potassium hydroxide solution (40 mL) was added thereto, followed by heating under reflux of the mixture for 4 days. After cooling, water and methylene chloride were added to the reaction mixture to separate it. The thus obtained organic phase was separated and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated under reduced pressure and the residue was dissolved in 200 mL of ethanol. After a solution of D-(−)-tartrate (1.59 g, 10.5 mmol) in ethanol (20 mL) was added thereto and the mixture was left to stand for 4 hours, the precipitated crude crystal was recrystallized from a mixture of ethanol (100 mL) and water (10 mL). The obtained crystal was recrystallized again from a mixture of ethanol (50 mL) and water (5 mL) to obtain the title compound (2.80 g, yield: 37%) as a colourless plate-like crystal.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07910617B2 |
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| 출처 데이터셋 | uspto-grants-2011_03 |
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| ORD ID | ord-ea2f4454c9d74439b0b13e18ef782cce |
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| 출처 메모 | uspto-grants-2011_03 |
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