Trifluoroacetic acid → [(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl]3-formyl-2-hydroxy-benzoate

HRID 1497995노트

반응식

HRID 1497995 반응식
C(O)(C(F)(F)F)=O.[CH:8]1([CH2:11][O:12][C:13]2[CH:14]=[C:15]([C@@H:23]([O:34][C:35](=[O:52])[C:36]3[CH:41]=[CH:40][CH:39]=[C:38]([CH:42]=[O:43])[C:37]=3[O:44]CC3C=CC=CC=3)[CH2:24][C:25]3[C:30]([Cl:31])=[CH:29][N+:28]([O-:32])=[CH:27][C:26]=3[Cl:33])[CH:16]=[CH:17][C:18]=2[O:19][CH:20]([F:22])[F:21])[CH2:10][CH2:9]1>C1(C)C=CC=CC=1.C(Cl)Cl.C([O-])(O)=O.[Na+]>[CH:8]1([CH2:11][O:12][C:13]2[CH:14]=[C:15]([C@@H:23]([O:34][C:35](=[O:52])[C:36]3[CH:41]=[CH:40][CH:39]=[C:38]([CH:42]=[O:43])[C:37]=3[OH:44])[CH2:24][C:25]3[C:30]([Cl:31])=[CH:29][N+:28]([O-:32])=[CH:27][C:26]=3[Cl:33])[CH:16]=[CH:17][C:18]=2[O:19][CH:20]([F:21])[F:22])[CH2:10][CH2:9]1

참가 물질

6

반응물 2

HCID 6422Trifluoroacetic acidHCID 86720698[(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl] 2-benzyloxy-3-formyl-benzoate

생성물 1

HCID 86720699[(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl]3-formyl-2-hydroxy-benzoate

시약·촉매·용매 3

HCID 1140Toluene용매HCID 6344Dichloromethane용매HCID 516892Sodium Bicarbonate용매

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온도
0 °C

실험 절차

TFA (0.4 mL) was carefully added to a solution of [(1S)-1-[3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl]-2-(3,5-dichloro-1-oxido-pyridin-1-ium-4-yl)ethyl]2-benzyloxy-3-formyl-benzoate (116 mg, 0.18 mmol) in toluene (0.8 mL) at 0° C. The resulting mixture was stirred at 0° C. for 50 minutes. The solution was diluted with DCM (20 mL) and sat. NaHCO3 (20 mL). The layers were separated over a hydrophobit frit and the organic phase concentrated in vacuo, the residue azeotroped with toluene to dryness. The yellow gum (120 mg) was used in the next step without further purification.

후처리

  1. customThe layers were separated over a hydrophobit frit
  2. concentrationthe organic phase concentrated in vacuo
  3. customthe residue azeotroped with toluene to dryness
  4. customThe yellow gum (120 mg) was used in the next step without further purification

출처 및 근거

ORD 기록
ord-8d106443b25446c3a51954e4cf83e1b1
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199980B2

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