Lithium Hydroxide → (S)-3-cyclohexyl-2-[4-(3-methoxy-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid
반응식
C[O:2][C:3](=[O:27])[C@@H:4]([N:12]1[CH2:16][C:15]([O:17][C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=2)=[CH:14][C:13]1=[O:26])[CH2:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[OH-].[Li+]>O1CCCC1.O>[CH:6]1([CH2:5][C@H:4]([N:12]2[CH2:16][C:15]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([O:24][CH3:25])[CH:19]=3)=[CH:14][C:13]2=[O:26])[C:3]([OH:27])=[O:2])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1참가 물질
4
반응물 2
생성물 1
시약·촉매·용매 1
반응 조건
- 온도
- 23 °C
실험 절차
To a stirred solution of (S)-3-cyclohexyl-2-[4-(3-methoxy-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid methyl ester (1.12 g, 0.003 mol) in tetrahydrofuran-water (3:1, 10 mL) was added lithium hydroxide (387 mg, 0.009 mol). The reaction mixture was stirred at 23° C. for 2 h. After this time, the mixture was concentrated and the reaction mixture was diluted with water. The reaction mixture was acidified with 2N hydrochloric acid, during which time precipitation occurred. The precipitate was removed by filtration, washed with cold water and dried in vacuo to obtain (S)-3-cyclohexyl-2-[4-(3-methoxy-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-propionic acid (670 mg, 62%) as a light yellow solid.
후처리
- concentrationAfter this time, the mixture was concentrated
- additionthe reaction mixture was diluted with water
- customThe reaction mixture was acidified with 2N hydrochloric acid, during which time precipitation
- customThe precipitate was removed by filtration
- washwashed with cold water
- customdried in vacuo
출처 및 근거
- ORD 기록
- ord-4cce9d6a80a548a693d0e0e2f0b6a1c4
- 출처 데이터셋
- uspto-grants-2010_06
- 특허 번호
- US07741327B2
반응 노트
불러오는 중…