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Cornforth reagent → HCID 70976192, 화합물

HRID 455281
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HRID 455281 반응식
[OH:1][C@@H:2]1[CH2:22][N:5]2[C:6](=[O:21])[N:7]([C:9]3[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:11][CH:10]=3)[CH2:8][CH:4]2[CH2:3]1.C1C=C[NH+]=CC=1.C1C=C[NH+]=CC=1.[O-][Cr](O[Cr]([O-])(=O)=O)(=O)=O>C(Cl)Cl>[F:20][C:17]([F:18])([F:19])[CH2:16][O:15][C:12]1[CH:13]=[CH:14][C:9]([N:7]2[CH2:8][C@@H:4]3[CH2:3][C:2](=[O:1])[CH2:22][N:5]3[C:6]2=[O:21])=[CH:10][CH:11]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2724130Cornforth reagentHCID 70976286HCID 70976286, 화합물

생성물 1

HCID 70976192HCID 70976192, 화합물수율 50.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To the solution of (S)-6-Hydroxy-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-3-one (1 g, 3.16 mmol) in dry DCM (20 mL) was added PDC (3.6 g, 9.48 mmol) portion wise under cooling. The reaction mixture was stirred at room temperature for 13 h. Then reaction mixture was filtered and washed with methanol, the filtrate was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (elution with 30% ethyl acetate in hexane) to yield 500 mg (50%) of the title compound as white solid. LC-MS: 315.4 [M+1]+.

후처리

  1. temperatureunder cooling
  2. customThen reaction mixture
  3. filtrationwas filtered
  4. washwashed with methanol
  5. customthe filtrate was evaporated under reduced pressure
  6. customThe residue was purified by column chromatography on silica gel (elution with 30% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-17d8f1bd4adf48b7ad3c421f5d6b1779
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08497288B2

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