반응식
FC(F)(F)C(O)=O.[F:8][C:9]1[CH:10]=[C:11]([CH2:16][C@H:17]([NH:35]C(=O)OCC2C=CC=CC=2)[C@H:18]([OH:34])[CH2:19][NH:20][CH2:21][C:22]2[CH:27]=[C:26]([CH3:28])[CH:25]=[CH:24][C:23]=2[CH2:29][CH2:30][CH2:31][CH:32]=[CH2:33])[CH:12]=[C:13]([F:15])[CH:14]=1.O.[OH-].[Ba+2].[OH-]>COCCOC.O>[NH2:35][C@@H:17]([CH2:16][C:11]1[CH:12]=[C:13]([F:15])[CH:14]=[C:9]([F:8])[CH:10]=1)[C@H:18]([OH:34])[CH2:19][NH:20][CH2:21][C:22]1[CH:27]=[C:26]([CH3:28])[CH:25]=[CH:24][C:23]=1[CH2:29][CH2:30][CH2:31][CH:32]=[CH2:33]참가 물질
5
반응물 2
생성물 1
시약·촉매·용매 2
반응 조건
- 온도
- 110 °C
실험 절차
Step AL (2): To a solution of benzyl (2S,3R)-1-(3,5-difluorophenyl)-3-hydroxy-4-(5-methyl-2-(pent-4-enyl)benzylamino)butan-2-ylcarbamate trifluoroacetate salt (65 mg, 0.102 mmol) in DME (7.0 mL) and water (4.5 mL) was added barium hydroxide monohydrate (625 mg, 3.3 mmol). The reaction mixture was stirred at 110° C. in a high pressure vial for 18 h. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated in vacuum. The residue was purified by reverse phase chromatography to give (2R,3S)-3-amino-4-(3,5-difluorophenyl)-1-(5-methyl-2-(pent-4-enyl)benzylamino)butan-2-ol double trifluoroacetate salt (22 mg, 35%) as a colorless oil. LC-MS (M+H)+=389.63.
후처리
- filtrationThe reaction mixture was filtered through a pad of celite
- concentrationthe filtrate was concentrated in vacuum
- customThe residue was purified by reverse phase chromatography
출처 및 근거
- ORD 기록
- ord-d177d3aa82f44c129f1fc318cfe66f6d
- 출처 데이터셋
- uspto-grants-2010_08
- 특허 번호
- US07772221B2
연결된 노트
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