Trifluoroacetic acid → (S)-2-amino-N-benzyl-N-(2-hydroxyethyl)butanamide
反応式
C(O)(C(F)(F)F)=O.[CH2:8]([N:15]([CH2:29][CH2:30][OH:31])[C:16](=[O:28])[C@@H:17]([NH:20]C(=O)OC(C)(C)C)[CH2:18][CH3:19])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(Cl)Cl>[NH2:20][C@@H:17]([CH2:18][CH3:19])[C:16]([N:15]([CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH2:29][CH2:30][OH:31])=[O:28]参加物
4
反応条件
- 温度
- 0 °C
実験手順
TFA(10 mL) was added to (S)-tert-butyl 1-(benzyl(2-hydroxyethyl)amino)-1-oxobutan-2-ylcarbamate (3 g, 8.92 mmol) in CH2Cl2 (50 mL) at 0° C. The mixture was stirred at 0° C. for 1.5 h, followed by solvent removal under reduced pressure. The residue was partitioned between CH2Cl2 (300 mL) and 25% aqueous sodium hydroxide (100 mL). The aqueous fraction was further extracted with CH2Cl2 (2×100 mL), and combined organic fraction was dried (Na2SO4), filtered and concentrated to afford (S)-2-amino-N-benzyl-N-(2-hydroxyethyl)butanamide as a yellow oil (1.84 g, 87%). 1H NMR consistent.