反应详情

β-n-butyl-α,α-dimethyl-β-alanine hydrochloride (3.65 g, 17.40 mmol) was dissolved into 10% aqueous sodium carbonate (18.4 ml). To the resulting solution was added dioxane solution (50 ml) of di-t-butylcarbonate (4.6 g, 20.87 mmol) under cooling with ice and stirred at room temperature overnight. The solvent was distilled off and the resulting residue was dissolved into water, washed with ether and adjusted to pH 3 with citric acid under cooling with ice, followed by the several times of ethyl acetate extraction. The combined organic layer was washed with brine, dried over anhydrous sodium sulfate. The solvent were removed in vacuo, and recrystallized from ether-hexane mixed solvent to give crystal of N-Boc-β-n-butyl-α,α-dimethyl-β-alanine (3.16 g, 66.4%).

1. temperatureunder cooling with ice
2. distillationThe solvent was distilled off
3. dissolutionthe resulting residue was dissolved into water
4. washwashed with ether
5. temperatureunder cooling with ice
6. extractionfollowed by the several times of ethyl acetate extraction
7. washThe combined organic layer was washed with brine
8. dry with materialdried over anhydrous sodium sulfate
9. customThe solvent were removed in vacuo
10. customrecrystallized from ether-hexane mixed solvent