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

HRID 71754

反応式

HRID 71754 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-028737be47904862ac2e9db153c841f3
出典データセット
uspto-grants-2014_09
特許番号
US08822430B2

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