反应详情

温度

23 °C

An aqueous solution of sodium hydroxide (195 mL, 4.0 M in H2O, 0.261 mol, 3.0 eq) was added to a solution of (S)-tert-butyl 4-(3-methoxy-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate (25.1 g, 0.087 mol), and the resulting cloudy reaction mixture was stirred at 23° C. for 3.5 hr. The mixture was concentrated under reduced pressure to −50 mL volume and then was partitioned between 0.5 M HCl (360 ml) and EtOAc (2×360 ml). The combined organic layers were dried over Na2SO4 and were filtered. The filtrate was concentrated under reduced pressure to give (S)-3-(3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidin-4-yl)propanoic acid (21.6 g, 91%), which was used without further purification.

1. customthe resulting cloudy reaction mixture
2. concentrationThe mixture was concentrated under reduced pressure to −50 mL volume
3. customwas partitioned between 0.5 M HCl (360 ml) and EtOAc (2×360 ml)
4. dry with materialThe combined organic layers were dried over Na2SO4
5. filtrationwere filtered
6. concentrationThe filtrate was concentrated under reduced pressure