Ammonium Chloride → tert-butyl (+/-)-[(4aR*,8aS*)-8a-(6-amino-2,2-difluorobenzo[1,3]dioxol-4-yl)-4,4a,5,6,8,8a-hexahydro-7-oxa-3-thia-1-azanaphthalen-2-yl]carbamate

HRID 218005

반응식

HRID 218005 반응식
[Cl-].[NH4+].[F:3][C:4]1([F:34])[O:8][C:7]2[CH:9]=[C:10]([N+:31]([O-])=O)[CH:11]=[C:12]([C@@:13]34[N:22]=[C:21]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])[S:20][CH2:19][C@@H:18]3[CH2:17][CH2:16][O:15][CH2:14]4)[C:6]=2[O:5]1>C(O)C.[Fe]>[NH2:31][C:10]1[CH:11]=[C:12]([C@@:13]23[N:22]=[C:21]([NH:23][C:24](=[O:30])[O:25][C:26]([CH3:28])([CH3:27])[CH3:29])[S:20][CH2:19][C@@H:18]2[CH2:17][CH2:16][O:15][CH2:14]3)[C:6]2[O:5][C:4]([F:3])([F:34])[O:8][C:7]=2[CH:9]=1

참가 물질

5

실험 절차

Iron powder (7.09 mg) and a saturated ammonium chloride solution (1.0 ml) were added to a solution of tert-butyl (±)-[(4aR*,8aS*)-8a-(2,2-difluoro-6-nitrobenzo[1,3]dioxol-4-yl)-4,4a,5,6,8,8a-hexahydro-7-oxa-3-thia-1-azanaphthalen-2-yl]carbamate (60.0 mg) in ethanol (20 ml), and the mixture was heated under reflux for 30 minutes. The reaction solution was returned to room temperature and the insoluble matter was removed by filtration through celite. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to obtain the title compound (50.0 mg).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. customwas returned to room temperature
  4. customthe insoluble matter was removed by filtration through celite
  5. customThe solvent was evaporated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-20c13fc941d848969a7f0d203b87fff9
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198269B2

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