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Tetrabutylammonium Fluoride → HCID 70976202, 화합물

HRID 455277
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HRID 455277 반응식
C([Si](C1C=CC=CC=1)(C1C=CC=CC=1)[O:6][C@@H:7]1[CH2:27][N:10]2[C:11](=[O:26])[N:12]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]([F:25])([F:24])[F:23])=[CH:16][CH:15]=3)[CH2:13][C@H:9]2[CH2:8]1)(C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[OH:6][C@@H:7]1[CH2:27][N:10]2[C:11](=[O:26])[N:12]([C:14]3[CH:15]=[CH:16][C:17]([O:20][CH2:21][C:22]([F:25])([F:23])[F:24])=[CH:18][CH:19]=3)[CH2:13][C@H:9]2[CH2:8]1
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참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 70975872HCID 70975872, 화합물

생성물 1

HCID 70976202HCID 70976202, 화합물수율 91.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (6S,7aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2-[4-(2,2,2-trifluoro-ethoxy)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-3-one (250 mg, 0.451 mmol) in THF (3 mL) was added TBAF (1M in THF, 0.55 ml, 0.541 mmol) at 0° C. and stirred for 4 h at room temperature. The mixture was concentrated under reduced pressure and the residue was taken up with DCM. The organic layer was washed with water and brine, dried over Na2SO4 and concentrated. The residue was purified through column chromatography over silica (elution with 20% ethyl acetate in hexane) to afford 130 mg (90%) of the title compound. LC-MS: 317.4 [M+1]+.

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customThe residue was purified through column chromatography over silica (elution with 20% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-94ee03beb9c94167b08e0474d6d003d9
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08497288B2

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