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

HRID 1917379ノート

反応式

HRID 1917379 の反応式
[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]

参加物

4

反応物 1

HCID 67490889HCID 67490889、化合物

生成物 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 ester収率 87.2%

試薬・触媒・溶媒 2

HCID 178425456HCID 178425456、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-9fb8dc3714d64524b7caa0c4802122dd
出典データセット
uspto-grants-2013_12
特許番号
US08618094B2

反応ノート

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