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

HRID 968469노트

반응식

HRID 968469 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-28c86e642fa344579c18ed5d1971b588
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304037B2

반응 노트

불러오는 중…