Methyl chloroformate → 2-(3-Methoxycarbonylamino-2-oxo-piperidin-1-yl)-propionic acid ethyl ester

HRID 71754

반응식

HRID 71754 반응식
Cl[C:2]([O:4][CH3:5])=[O:3].[CH2:6]([O:8][C:9](=[O:20])[CH:10]([N:12]1[CH2:17][CH2:16][CH2:15][CH:14]([NH2:18])[C:13]1=[O:19])[CH3:11])[CH3:7].CN1CCOCC1>ClCCl>[CH2:6]([O:8][C:9](=[O:20])[CH:10]([N:12]1[CH2:17][CH2:16][CH2:15][CH:14]([NH:18][C:2]([O:4][CH3:5])=[O:3])[C:13]1=[O:19])[CH3:11])[CH3:7]

참가 물질

5

반응물 3

HCID 6586Methyl chloroformateHCID 79724-MethylmorpholineHCID 642379182-(3-Amino-2-oxo-piperidin-1-yl)-propionic acid ethyl ester

생성물 1

HCID 666201642-(3-Methoxycarbonylamino-2-oxo-piperidin-1-yl)-propionic acid ethyl ester수율 75%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Methyl chloroformate (192 μL, 2.5 mmol) was added to a solution of 2-(3-amino-2-oxo-piperidin-1-yl)-propionic acid ethyl ester (353 mg, 1.6 mmol) and 4-methylmorpholine (907 μL, 8.24 mmol) in dichloromethane (10 mL). After 15 minutes the mixture was diluted with dichloromethane (20 mL) and washed with water (10 mL), and aqueous hydrogen chloride (0.5 N, 10 mL). The organic phase was dried over sodium sulfate and filtered. The solvent was removed under reduced pressure to provide 2-(3-methoxycarbonylamino-2-oxo-piperidin-1-yl)-propionic acid ethyl ester (332 mg, 1.2 mmol, 75%). C12H20N2O5 calculated 272.1 observed [M+1]+ 273.0; rt=1.82 min.

후처리

  1. washwashed with water (10 mL), and aqueous hydrogen chloride (0.5 N, 10 mL)
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. filtrationfiltered
  4. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-028737be47904862ac2e9db153c841f3
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822430B2

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