3-Nitrobenzenesulfonyl chloride → Ethyl 3-allyloxycarbonylamino-3-(3-[3-nitrophenylsulphonylamino]-phenyl)-propionate

HRID 968469ノート

反応式

HRID 968469 の反応式
[N+:1]([C:4]1[CH:5]=[C:6]([S:10](Cl)(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH2:14]([O:17][C:18]([NH:20][CH:21]([C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([NH2:34])[CH:29]=1)[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:19])[CH:15]=[CH2:16]>N1C=CC=CC=1>[CH2:14]([O:17][C:18]([NH:20][CH:21]([C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([NH:34][S:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)(=[O:12])=[O:11])[CH:29]=1)[CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:19])[CH:15]=[CH2:16]

参加物

4

反応物 2

HCID 84763-Nitrobenzenesulfonyl chlorideHCID 21101501Ethyl 3-allyloxycarbonylamino-3-(3-aminophenyl)-propionate

生成物 1

HCID 21101499Ethyl 3-allyloxycarbonylamino-3-(3-[3-nitrophenylsulphonylamino]-phenyl)-propionate

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

3-Nitrophenylsulphonyl chloride was added at 0° C. to a solution of 11.6 g ethyl 3-{[(allyloxy)-carbonyl]-amino}-3-(3-aminophenyl)-propanoate from Example II.2.d in 110 ml of pyridine. After a reaction time of 2 h, the mixture was concentrated, 1 N hydrochloric acid was added, and the solution was extracted with dichloromethane. After drying the organic phase over magnesium sulphate, the solvent was removed and the crude product was purified by chromatography on silica gel (dichloromethane/methanol=40:1) to give 17.8 g of a solid.

後処理

  1. concentrationAfter a reaction time of 2 h, the mixture was concentrated
  2. addition1 N hydrochloric acid was added
  3. extractionthe solution was extracted with dichloromethane
  4. dry with materialAfter drying the organic phase over magnesium sulphate
  5. customthe solvent was removed
  6. customthe crude product was purified by chromatography on silica gel (dichloromethane/methanol=40:1)

出典と根拠

ORDレコード
ord-28c86e642fa344579c18ed5d1971b588
出典データセット
uspto-grants-2007_12
特許番号
US07304037B2

反応ノート

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