5-[5-(Benzyloxycarbonyl)furan-2-yl]-4-tert-butoxycarbonyl-4-pentenoic acid ethyl ester → 5-[2-(Tert-butoxycarbonyl)-5-ethoxy-5-oxopentyl]furan-2-carboxylic acid

HRID 332614노트

반응식

HRID 332614 반응식
[CH2:1]([O:3][C:4](=[O:31])[CH2:5][CH2:6][C:7]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])=[CH:8][C:9]1[O:10][C:11]([C:14]([O:16]CC2C=CC=CC=2)=[O:15])=[CH:12][CH:13]=1)[CH3:2]>C(O)C.[Pd]>[C:27]([O:26][C:24]([CH:7]([CH2:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:31])[CH2:8][C:9]1[O:10][C:11]([C:14]([OH:16])=[O:15])=[CH:12][CH:13]=1)=[O:25])([CH3:30])([CH3:29])[CH3:28]

참가 물질

4

반응물 1

HCID 779345225-[5-(Benzyloxycarbonyl)furan-2-yl]-4-tert-butoxycarbonyl-4-pentenoic acid ethyl ester

생성물 1

HCID 708692555-[2-(Tert-butoxycarbonyl)-5-ethoxy-5-oxopentyl]furan-2-carboxylic acid

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

5-[5-(Benzyloxycarbonyl)furan-2-yl]-4-tert-butoxycarbonyl-4-pentenoic acid ethyl ester obtained in step 2 was dissolved in ethanol (5 mL), a catalytic amount of 10% palladium/carbon was added, and the mixture was stirred at room temperature for 1 hour under a hydrogen atmosphere. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure to give the title compound (82 mg).

후처리

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1452dd3f00ec4377b23f5c81df1eff2f
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877805B2

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