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4-Methylmorpholine → N-Benzyloxy-3-(2-methylpropyl)-2,5-dioxo-1-(2-phenylethyl)-3-pyrrolidineacetamide

HRID 727556
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반응식

HRID 727556 반응식
C1N=CN(C(N2C=NC=C2)=O)C=1.[CH3:13][CH:14]([CH3:35])[CH2:15][C:16]1([CH2:31][C:32](O)=[O:33])[CH2:20][C:19](=[O:21])[N:18]([CH2:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:17]1=[O:30].Cl.[CH2:37]([O:44][NH2:45])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1.CN1CCOCC1>C(Cl)Cl>[CH2:37]([O:44][NH:45][C:32](=[O:33])[CH2:31][C:16]1([CH2:15][CH:14]([CH3:13])[CH3:35])[CH2:20][C:19](=[O:21])[N:18]([CH2:22][CH2:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:17]1=[O:30])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1
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참가 물질

6

반응물 4

HCID 79724-MethylmorpholineHCID 682631,1'-CarbonyldiimidazoleHCID 102312Benzyloxyamine hydrochlorideHCID 197055493-(2-Methylpropyl)-2,5-dioxo-1-(2-phenylethyl)-3-pyrrolidineacetic Acid

생성물 1

HCID 53945587N-Benzyloxy-3-(2-methylpropyl)-2,5-dioxo-1-(2-phenylethyl)-3-pyrrolidineacetamide수율 18%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

CDI (153 mg, 0.945 mmol) is added to a mixture of 3-(2-methylpropyl)-2,5-dioxo-1-(2-phenylethyl)-3-pyrrolidineacetic acid (300 mg, 0.945 mmol) and CH2Cl2 (7.5 mL) at room temperature. Afar stirring at room temperature for 1 hour, O-benzylhydroxylamine hydrochloride (181 mg, 1.13 mmol) and 4-methylmorpholine (124 μL, 1.13 mmol) are added to the solution. The mixture is allowed to stir overnight at room temperature. Basic workup (CH2Cl2, NaHCO3, MgSO4) and purification by column chromatography (1.5% MeOH/CHCl3) affordes 70 mg (18%) of the title compound as a white solid (mp 115°-117° C.).

후처리

  1. stirringto stir overnight at room temperature
  2. customBasic workup (CH2Cl2, NaHCO3, MgSO4) and purification by column chromatography (1.5% MeOH/CHCl3)

출처 및 근거

ORD 기록
ord-984f010ccd2f479cbf250f23379b9173
출처 데이터셋
uspto-grants-1998_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05712300

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