(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 1361056노트

반응식

HRID 1361056 반응식
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]

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

(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.

후처리

  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

출처 및 근거

ORD 기록
ord-a814c730b07149d1a7d2be346d834683
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879911B2

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