(R)-1-[3-[[3-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-propyl-amino]-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester → (R)-1-[3-[[3-[(R)-2-Carboxy-pyrrolidin-1-yl]-3-oxo-propyl]-propyl-amino]-propionyl]-pyrrolidine-2-carboxylic acid

HRID 1871710노트

반응식

HRID 1871710 반응식
C([O:8][C:9]([C@H:11]1[CH2:15][CH2:14][CH2:13][N:12]1[C:16](=[O:42])[CH2:17][CH2:18][N:19]([CH2:23][CH2:24][C:25]([N:27]1[CH2:31][CH2:30][CH2:29][C@@H:28]1[C:32]([O:34]CC1C=CC=CC=1)=[O:33])=[O:26])[CH2:20][CH2:21][CH3:22])=[O:10])C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[C:32]([C@H:28]1[CH2:29][CH2:30][CH2:31][N:27]1[C:25](=[O:26])[CH2:24][CH2:23][N:19]([CH2:20][CH2:21][CH3:22])[CH2:18][CH2:17][C:16]([N:12]1[CH2:13][CH2:14][CH2:15][C@@H:11]1[C:9]([OH:10])=[O:8])=[O:42])([OH:34])=[O:33]

참가 물질

5

반응물 2

HCID 54362609(R)-1-[3-[[3-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-propyl-amino]-propionyl]-pyrrolidine-2-carboxylic acid benzyl esterHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 54332800(R)-1-[3-[[3-[(R)-2-Carboxy-pyrrolidin-1-yl]-3-oxo-propyl]-propyl-amino]-propionyl]-pyrrolidine-2-carboxylic acid수율 100%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of 84 mg (0.15 mmol) (R)-1-[3-[[3-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-propyl-amino]-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester in 3 ml ethanol was stirred with 10 mg 10% palladium on carbon under 1 atm of hydrogen for 16 h at room temperature. After filtration to remove the catalyst, concentration in vacuo afforded 58 mg (100%) of the title compound (R)-1-[3-[[3-[(R)-2-carboxy-pyrrolidin-1-yl]-3-oxo-propyl]-propyl- amino]-propionyl]-pyrrolidine-2-carboxylic acid as a white solid. MS m/e (%): 398 (M+H+, 100).

후처리

  1. filtrationAfter filtration
  2. customto remove
  3. concentrationthe catalyst, concentration in vacuo

출처 및 근거

ORD 기록
ord-a70ce85ddd9b4bebbd96e8ffb7c87c2d
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06103910

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