Water → Benzyl 3-acetamido-4-oxopyrrolidine-1-carboxylate

HRID 400452노트

반응식

HRID 400452 반응식
[CH2:1]([O:8][C:9]([N:11]1[CH2:15][CH:14]([OH:16])[CH:13]([NH:17][C:18](=[O:20])[CH3:19])[CH2:12]1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C.O>CS(C)=O.ClCCl>[C:18]([NH:17][CH:13]1[C:14](=[O:16])[CH2:15][N:11]([C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])[CH2:12]1)(=[O:20])[CH3:19]

참가 물질

6

반응물 3

HCID 962WaterHCID 81531DiisopropylethylamineHCID 86686049Benzyl 3-acetamido-4-hydroxypyrrolidine-1-carboxylate

생성물 1

HCID 86686050Benzyl 3-acetamido-4-oxopyrrolidine-1-carboxylate수율 82.7%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 6344Dichloromethane용매

실험 절차

Pyidin-sulphur trioxide in 6.5 mL DMSO was added to 1.34 g benzyl-3-acetamido-4-hydroxypyrrolidine-1-carboxylate and 2.5 mL DIPEA in 8 mL dichlormethane at 0° C. The reaction was stirred 1 h at RT. Water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with water and sodium chloride solution and evaporated. The residue was purified by chromatography on silica gel (ethyl acetate) to give 1.1 g of the desired product. (M+H)+: 277

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water and sodium chloride solution
  3. customevaporated
  4. customThe residue was purified by chromatography on silica gel (ethyl acetate)

출처 및 근거

ORD 기록
ord-e2e8a037eedd4e07991db0b07ec240a5
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741892B2

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