HCID 67490889, 화합물 → [(1S,6R)-7-Oxo-8-[(1R)-1-phenylethyl]-8-azabicyclo[4.3.0]non-3-en-1-yl]carboxylic acid tert-butyl ester

HRID 1917379노트

반응식

HRID 1917379 반응식
[C:1]([O:5][C:6]([C@@:8]1([CH2:25]C=C)[C@@H:12]([CH2:13][CH:14]=[CH2:15])[C:11](=[O:16])[N:10]([C@@H:17]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH3:18])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>Cl[Ru](=C1N(C2C(C)=CC(C)=CC=2C)CCN1C1C(C)=CC(C)=CC=1C)(Cl)(=CC1C=CC=CC=1)[P](C1CCCCC1)(C1CCCCC1)C1CCCCC1.ClCCl>[C:1]([O:5][C:6]([C@:8]12[CH2:9][N:10]([C@@H:17]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH3:18])[C:11](=[O:16])[C@@H:12]1[CH2:13][CH:14]=[CH:15][CH2:25]2)=[O:7])([CH3:3])([CH3:2])[CH3:4]

참가 물질

4

반응물 1

HCID 67490889HCID 67490889, 화합물

생성물 1

HCID 67490838[(1S,6R)-7-Oxo-8-[(1R)-1-phenylethyl]-8-azabicyclo[4.3.0]non-3-en-1-yl]carboxylic acid tert-butyl ester수율 87.2%

시약·촉매·용매 2

HCID 178425456HCID 178425456, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

The Second Generation Grubbs' catalyst (91.9 mg, 0.108 mmol) was added to a solution of (3S,4R)-3,4-diallyl-5-oxo-1-[(1R)-1-phenylethyl]pyrrolidine-3-carboxylic acid tert-butyl ester (2.00 g, 5.41 mmol) in dichloromethane (54.1 mL) in a nitrogen atmosphere, and the mixture was stirred at room temperature for one hour. The reaction solution was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0→90:10→80:20→75:25→66:34→50:50) to give 1.61 g of the title compound.

후처리

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customThe resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0→90:10→80:20→75:25→66:34→50:50)

출처 및 근거

ORD 기록
ord-9fb8dc3714d64524b7caa0c4802122dd
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618094B2

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