반응 #560733

반응 방정식

(S)-2-(tert-butoxycarbonylamino)-3,3-dimethylbutanoic acid

NaOH

→

desired compound ( 20 )

수율 191.4%

(S)-2-((S)-2-tert-Butoxycarbonylamino-3,3-dimethyl-butyrylamino)-propionic acid

수율 191.4%

용매

THF

H2O

반응 조건

후처리

1. 1
   기타THF was subsequently removed in vacuo
2. 2
   세척the aqueous phase washed with EtOAc (50 mL)
3. 3
   workup.ADDITIONThe aqueous phase was then adjusted to pH ˜2 by addition of 1M HCl
4. 4
   추출extracted with EtOAc (3×50 mL)
5. 5
   건조The organics were combined dried over MgSO4
6. 6
   기타evaporated

실험 절차

To a solution of (S)-2-(tert-butoxycarbonylamino)-3,3-dimethylbutanoic acid (18) (6.5 g, 19.7 mmol) in THF (30 mL) was added NaOH (1.7 g, 43.8 mmol) in H2O (60 mL) and the reaction mixture stirred at ambient temperature for 16 h. THF was subsequently removed in vacuo and the aqueous phase washed with EtOAc (50 mL). The aqueous phase was then adjusted to pH ˜2 by addition of 1M HCl and extracted with EtOAc (3×50 mL). The organics were combined dried over MgSO4 and evaporated to give the desired compound (20) as a white solid (5.7 g, 95%); AnalpH2_MeOH; Rt 2.61 min; m/z 303 (MH+); white solid

출처