반응 #538986

반응 방정식

(±)-trans-benzyl 3-(tert-butoxycarbonylamino)-4-(cyclobutylmethyl)piperidine-1-carboxylate

NaOH

→

(±)-trans-benzyl 3-amino-4-(cyclobutylmethyl)piperidine-1-carboxylate

수율 85.0%

용매

HCl acetonitrile

반응 조건

후처리

1. 1
   기타The acetonitrile was removed under vacuum
2. 2
   추출The aqueous residue was extracted with CH2Cl2 (3×20 mL)
3. 3
   세척The combined organic layers were washed with brine (10 mL)
4. 4
   건조dried over Na2SO4
5. 5
   농축Concentration

실험 절차

(±)-trans-benzyl 3-(tert-butoxycarbonylamino)-4-(cyclobutylmethyl)piperidine-1-carboxylate (14 mg, 0.035 mmol)) was dissolved in 1:1 2N aq HCl/acetonitrile (8 mL) and stirred overnight at rt. The reaction mixture was basified with 5% aq NaOH solution to about pH=9. The acetonitrile was removed under vacuum. The aqueous residue was extracted with CH2Cl2 (3×20 mL). The combined organic layers were washed with brine (10 mL) and dried over Na2SO4. Concentration afforded (±)-trans-benzyl 3-amino-4-(cyclobutylmethyl)piperidine-1-carboxylate (8.9 mg, 85% yield). The crude product was used in the next step without further purification. MS ESI +ve m/z 303 (M+Na).

출처