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

HRID 400452ノート

反応式

HRID 400452 の反応式
[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]

参加物

6

反応物 3

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

生成物 1

HCID 86686050Benzyl 3-acetamido-4-oxopyrrolidine-1-carboxylate収率 82.7%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 6344Dichloromethane溶媒

実験手順

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

後処理

  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)

出典と根拠

ORDレコード
ord-e2e8a037eedd4e07991db0b07ec240a5
出典データセット
uspto-grants-2014_06
特許番号
US08741892B2

反応ノート

読み込み中…