(S)-3-((R,Z)-6-(Benzyloxy)-2-(4-fluoro-3-methylphenoxy)hex-4-enoyl)-4-isopropyloxazolidin-2-one → (S)-3-((R)-2-(4-Fluoro-3-methylphenoxy)-6-hydroxyhexanoyl)-4-isopropyloxazolidin-2-one

HRID 1361056ノート

反応式

HRID 1361056 の反応式
C([O:8][CH2:9]/[CH:10]=[CH:11]\[CH2:12][C@@H:13]([O:25][C:26]1[CH:31]=[CH:30][C:29]([F:32])=[C:28]([CH3:33])[CH:27]=1)[C:14]([N:16]1[C@@H:20]([CH:21]([CH3:23])[CH3:22])[CH2:19][O:18][C:17]1=[O:24])=[O:15])C1C=CC=CC=1>[Pd].CCO>[F:32][C:29]1[CH:30]=[CH:31][C:26]([O:25][C@H:13]([CH2:12][CH2:11][CH2:10][CH2:9][OH:8])[C:14]([N:16]2[C@@H:20]([CH:21]([CH3:23])[CH3:22])[CH2:19][O:18][C:17]2=[O:24])=[O:15])=[CH:27][C:28]=1[CH3:33]

参加物

4

反応物 1

HCID 59775160(S)-3-((R,Z)-6-(Benzyloxy)-2-(4-fluoro-3-methylphenoxy)hex-4-enoyl)-4-isopropyloxazolidin-2-one

生成物 1

HCID 59775192(S)-3-((R)-2-(4-Fluoro-3-methylphenoxy)-6-hydroxyhexanoyl)-4-isopropyloxazolidin-2-one

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

(S)-3-((R,Z)-6-(benzyloxy)-2-(4-fluoro-3-methylphenoxy)hex-4-enoyl)-4-isopropyloxazolidin-2-one (250 mg, 0.54 mmol) was dissolved into 5 mL EtOH and to it added 10% Pd/C (250 mg). The solution was saturated with H2 (stream of H2 bubbled through solution) and then stirred for 3 h at room temperature under an atmosphere of hydrogen balloon. The mixture was filtered through a bed of Celite and rinsed with ethyl acetate. The solvent was removed under reduced pressure and the crude product used directly in the next step without further purification.

後処理

  1. filtrationThe mixture was filtered through a bed of Celite
  2. washrinsed with ethyl acetate
  3. customThe solvent was removed under reduced pressure
  4. customthe crude product used directly in the next step without further purification

出典と根拠

ORDレコード
ord-a814c730b07149d1a7d2be346d834683
出典データセット
uspto-grants-2011_02
特許番号
US07879911B2

反応ノート

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