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 2410444ノート

反応式

HRID 2410444 の反応式
[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]

参加物

6

反応物 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

生成物 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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-928abc8da7184987a022de58a57b8f66
出典データセット
uspto-grants-2014_08
特許番号
US08816073B2

反応ノート

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