반응식
C[O:2][C:3](=O)[C@@H:4]([NH:16][S:17]([C:20]1[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH:5]([CH2:11][C:12]([F:15])([F:14])[F:13])[CH2:6][C:7]([F:10])([F:9])[F:8].[Li+].[BH4-]>C1COCC1>[Cl:26][C:23]1[CH:24]=[CH:25][C:20]([S:17]([NH:16][C@H:4]([CH2:3][OH:2])[CH:5]([CH2:6][C:7]([F:8])([F:9])[F:10])[CH2:11][C:12]([F:14])([F:13])[F:15])(=[O:18])=[O:19])=[CH:21][CH:22]=1참가 물질
4
반응물 2
생성물 1
시약·촉매·용매 1
실험 절차
A solution of (2S)-2-(4-chloro-benzenesulfonylamino)-5,5,5-trifluoro-3-(2,2,2-trifluoroethyl)-pentanoic acid methyl ester (130 mg, 0.30 mmol) in THF (5 mL) was treated with LiBH4 (2M THF, 0.3 mL, 0.58 mmol) for 18 hours at 25° C. The reaction was carefully quenched by the addition of 2M HCl and the organic solvent removed in vacuo. The aqueous layer was extracted with EtOAc (2×10 mL). The organic layers were combined, dried over Na2SO4 and evaporated to afford a crude oil which was purified by flash chromatography eluting with 30:70 EtOAc:hexanes to provide the title compound as a white solid (220 mg) in 63% yield. Mass Spectrum (−ESI): 412.0 [M−H]−.
후처리
- customThe reaction was carefully quenched by the addition of 2M HCl
- customthe organic solvent removed in vacuo
- extractionThe aqueous layer was extracted with EtOAc (2×10 mL)
- dry with materialdried over Na2SO4
- customevaporated
- customto afford a crude oil which
- customwas purified by flash chromatography
- washeluting with 30:70 EtOAc
출처 및 근거
- ORD 기록
- ord-7dcf141d5d81439eb6045f6f1aebebda
- 출처 데이터셋
- uspto-grants-2009_06
- 특허 번호
- US07550629B2
연결된 노트
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