(S)-3-((R)-6-(4-Fluoro-3-methylbenzyloxy)-2-(4-fluoro-3-methylphenoxy)hex-4-enoyl)-4-isopropyloxazolidin-2-one → (S)-3-((R)-6-(4-Fluoro-3-methylbenzyloxy)-2-(4-fluoro-3-methylphenoxy)hexanoyl)-4-isopropyloxazolidin-2-one

HRID 1361061ノート

反応式

HRID 1361061 の反応式
[F:1][C:2]1[CH:34]=[CH:33][C:5]([CH2:6][O:7][CH2:8][CH:9]=[CH:10][CH2:11][C@@H:12]([O:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[C:27]([CH3:32])[CH:26]=2)[C:13]([N:15]2[C@@H:19]([CH:20]([CH3:22])[CH3:21])[CH2:18][O:17][C:16]2=[O:23])=[O:14])=[CH:4][C:3]=1[CH3:35]>C1C=CC=CC=1>[F:1][C:2]1[CH:34]=[CH:33][C:5]([CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][C@@H:12]([O:24][C:25]2[CH:30]=[CH:29][C:28]([F:31])=[C:27]([CH3:32])[CH:26]=2)[C:13]([N:15]2[C@@H:19]([CH:20]([CH3:21])[CH3:22])[CH2:18][O:17][C:16]2=[O:23])=[O:14])=[CH:4][C:3]=1[CH3:35]

参加物

3

反応物 1

HCID 66968246(S)-3-((R)-6-(4-Fluoro-3-methylbenzyloxy)-2-(4-fluoro-3-methylphenoxy)hex-4-enoyl)-4-isopropyloxazolidin-2-one

生成物 1

HCID 59775183(S)-3-((R)-6-(4-Fluoro-3-methylbenzyloxy)-2-(4-fluoro-3-methylphenoxy)hexanoyl)-4-isopropyloxazolidin-2-one収率 97%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

(S)-3-((R)-6-(4-fluoro-3-methylbenzyloxy)-2-(4-fluoro-3-methylphenoxy)hex-4-enoyl)-4-isopropyloxazolidin-2-one (430 mg, 0.88 mmol) was dissolved into 4 mL benzene and to it added Wilkinson catalysis (81.0 mg, 0.088 mmol). The solution was saturated with H2 (stream of H2 bubbled through solution) and then stirred for 8 h at room temperature under an atmosphere of hydrogen balloon. The solvent was removed under reduced pressure and the product isolated by flash column chromatography eluting with 0% to 30% ethyl acetate/hexane to give 418 mg of the title compound as a colorless oil.

後処理

  1. additionadded Wilkinson catalysis (81.0 mg, 0.088 mmol)
  2. customThe solvent was removed under reduced pressure
  3. customthe product isolated by flash column chromatography
  4. washeluting with 0% to 30% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-fbe82b7f061c41bf8f03c4dff9740719
出典データセット
uspto-grants-2011_02
特許番号
US07879911B2

反応ノート

読み込み中…