Dichloromethane methanol → (R)-methyl 6-(4-fluoro-3-methylbenzyloxy)-2-azidohexanoate
反応式
[F:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][C@@H:12]([N:16]=[N+:17]=[N-:18])[C:13]([OH:15])=[O:14])=[CH:4][C:3]=1[CH3:21].Cl[CH2:23]Cl.CO>C[Si](C=[N+]=[N-])(C)C>[F:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][C@@H:12]([N:16]=[N+:17]=[N-:18])[C:13]([O:15][CH3:23])=[O:14])=[CH:4][C:3]=1[CH3:21]参加物
4
実験手順
To a solution of crude (R)-6-(4-fluoro-3-methylbenzyloxy)-2-azidohexanoic acid (0.163 g, 0.552 mmol) in 10 mL of dichloromethane/methanol (4:1), trimethylsilyldiazomethane was added dropwise until the solution became yellow. After stirred at room temperature under N2 for 30 min, the reaction mixture was concentrated under reduced pressure. The product was isolated by Flash column chromatography (silica gel column) eluting with 0-100% dichloromethane/hexanes to give the title compound as colorless oil (0.141 g, 83% yield)