Water → Ethyl 3-(2-Methylpropyl)-2,5-dioxo-1-(2-phenylethyl)-3-pyrrolidineacetate

HRID 727554노트

반응식

HRID 727554 반응식
[CH3:1][CH:2]([CH3:24])[CH2:3][C:4]1([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:5]1=[O:17].I([O-])(=O)(=O)=[O:26].[Na+].O>O.[Ru](=O)=O.C(Cl)(Cl)(Cl)Cl>[CH3:1][CH:2]([CH3:24])[CH2:3][C:4]1([CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])[CH2:8][C:7](=[O:26])[N:6]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:5]1=[O:17]

참가 물질

6

반응물 3

HCID 962WaterHCID 23667635Sodium periodateHCID 53890699HCID 53890699, 화합물

생성물 1

HCID 53853383Ethyl 3-(2-Methylpropyl)-2,5-dioxo-1-(2-phenylethyl)-3-pyrrolidineacetate수율 65%

시약·촉매·용매 2

HCID 16211523Ruthenium dioxide hydrate촉매HCID 5943Carbon Tetrachloride용매

실험 절차

Ruthenium(IV) oxide hydrate (27 mg, 0.20 mmol) is added to a mixture of ethyl 3-(2-methylpropyl)-2-oxo-1-(2-phenylethyl)-3-pyrrolidineacetate (prepared similarly to that described in EXAMPLE 1, steps 1-3; 900 mg, 2.71 mmol), sodium periodate (2.71 g, 12.7 mmol), water (27 mL), and CCl4 (27 mL) at room temperature. After stirring overnight at room temperature, aqueous workup (CH2Cl2, MgSO4) and purification by column chromatography (20% EtOAc/hexane) gives 611 mg of the title compound (65%) as a colorless oil.

후처리

  1. customprepared similarly to
  2. customat room temperature
  3. customaqueous workup (CH2Cl2, MgSO4) and purification by column chromatography (20% EtOAc/hexane)

출처 및 근거

ORD 기록
ord-c97d9a9927dd40a3b39ffa22aedadc1b
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05712300

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