Potassium Carbonate → (2R,3S)-2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-5-(3'-fluoro-4'-methylbiphenyl-4-yl)-3-hydroxypentanoic acid

HRID 84034노트

반응식

HRID 84034 반응식
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][CH2:13][C@H:14]([C@@H:18]([O:35]C=O)[CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[C:29]([F:34])[CH:28]=2)=[CH:23][CH:22]=1)[C:15]([OH:17])=[O:16].C(=O)([O-])[O-].[K+].[K+].S([O-])(O)(=O)=O.[Na+]>CO.C(OCC)(=O)C>[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][CH2:13][C@H:14]([C@@H:18]([OH:35])[CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][C:24]([C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[C:29]([F:34])[CH:28]=2)=[CH:23][CH:22]=1)[C:15]([OH:17])=[O:16]

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 516919Sodium BisulfateHCID 86700979(2R,3S)-2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-5-(3'-fluoro-4'-methylbiphenyl-4-yl)-3-(formyloxy)pentanoic acid

생성물 1

HCID 25009401(2R,3S)-2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-5-(3'-fluoro-4'-methylbiphenyl-4-yl)-3-hydroxypentanoic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of the compound obtained from step o above (0.31 g) in methanol (5 mL), potassium carbonate (0.094 g) was added at 0° C. The reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with ethyl acetate (50 mL), acidified with sodium hydrogen sulphate, and washed with water (20 mL). The organic layer was dried over anhydrous sodium sulphate and concentrated under reduced pressure to obtain a residue which was purified by preparative thin layer chromatography using 10% methanol in dichloromethane as eluant to afford the title compound (0.020 g).

후처리

  1. washwashed with water (20 mL)
  2. dry with materialThe organic layer was dried over anhydrous sodium sulphate
  3. concentrationconcentrated under reduced pressure
  4. customto obtain a residue which
  5. customwas purified by preparative thin layer chromatography

출처 및 근거

ORD 기록
ord-fe79c073a1de45b6a2519c02a71dc776
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846910B2

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