Tetrahydrofuran → HCID 118061901、化合物
反応式
[F:1][C:2]1([F:10])[CH2:6][CH2:5][CH:4](C(O)=O)[CH2:3]1.C1C=CC(P([N:25]=[N+]=[N-])(C2C=CC=CC=2)=O)=CC=1.[Cl:28][C:29]1[CH:30]=[C:31]([C:36]2[C:44]([C:45]([NH2:47])=[O:46])=[C:39]3[CH2:40][NH:41][CH2:42][CH2:43][N:38]3[N:37]=2)[CH:32]=[CH:33][C:34]=1[F:35].C1[CH2:52][O:51]CC1>C1(C)C=CC=CC=1.C(OCC)(=O)C>[Cl:28][C:29]1[CH:30]=[C:31]([C:36]2[C:44]([C:45]([NH2:47])=[O:46])=[C:39]3[CH2:40][N:41]([C:52]([NH:25][CH:4]4[CH2:5][CH2:6][C:2]([F:1])([F:10])[CH2:3]4)=[O:51])[CH2:42][CH2:43][N:38]3[N:37]=2)[CH:32]=[CH:33][C:34]=1[F:35]参加物
反応物 4
生成物 1
試薬・触媒・溶媒 2
反応条件
- 温度
- 70 °C
実験手順
A stirred solution of Intermediate 332C (32.6 mg, 0.217 mmol) in toluene (1 mL) at RT under nitrogen was added with TEA (0.045 mL, 0.325 mmol) and DPPA (0.050 mL, 0.217 mmol) and heated to 70° C. for 2 h. The reaction mass was cooled to RT and to it was added a solution of Intermediate 185B (30 mg, 0.108 mmol) in THF (1 mL) and stirred at RT for 16 h. The reaction mass was diluted with ethyl acetate (25 mL), washed with water and brine, dried over anhydrous Na2SO4, filtered, and the filtrate concentrated under reduced pressure. The individual isomers were separated by preparative chiral SFC (Column: WHELK-O® 1 (R,R) (250×4.6 mm), 5μ column, 5 Co-Solvent: 0.2% DEA, Column Temperature: 24.4, Total Flow: 3 mL, CO2 Flow Rate: 2.1, Co-Solvent Flow Rate: 0.9, Co-Solvent %: 30%, Back Pressure: 101 bar.
後処理
- temperatureThe reaction mass was cooled to RT and to it
- washwashed with water and brine
- dry with materialdried over anhydrous Na2SO4
- filtrationfiltered
- concentrationthe filtrate concentrated under reduced pressure
- customThe individual isomers were separated by preparative chiral SFC (Column
出典と根拠
- ORDレコード
- ord-14f80af829e246b6a911eefc35597fd8
- 出典データセット
- uspto-grants-2016_03
- 特許番号
- US09273058B2
反応ノート
読み込み中…