Nitrogen → 2-(4-{2-[1-(3,4-Dimethyl-benzyl)-3-(4-methoxy-benzyl)-2-oxo-imidazolidin-4-yl]-ethoxy}-phenoxy)-2-methyl-propionic acid ethyl ester

HRID 1985235

반응식

HRID 1985235 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:34]=[CH:35][C:36]=1[CH3:37])[CH2:5][N:6]1[CH2:10][CH:9]([CH2:11][CH2:12]OS(C2C=CC(C)=CC=2)(=O)=O)[N:8]([CH2:24][C:25]2[CH:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][CH:26]=2)[C:7]1=[O:33].[CH2:38]([O:40][C:41](=[O:53])[C:42]([O:45][C:46]1[CH:51]=[CH:50][C:49]([OH:52])=[CH:48][CH:47]=1)([CH3:44])[CH3:43])[CH3:39].N#N>CN(C=O)C>[CH2:38]([O:40][C:41](=[O:53])[C:42]([O:45][C:46]1[CH:47]=[CH:48][C:49]([O:52][CH2:12][CH2:11][CH:9]2[CH2:10][N:6]([CH2:5][C:4]3[CH:34]=[CH:35][C:36]([CH3:37])=[C:2]([CH3:1])[CH:3]=3)[C:7](=[O:33])[N:8]2[CH2:24][C:25]2[CH:26]=[CH:27][C:28]([O:31][CH3:32])=[CH:29][CH:30]=2)=[CH:50][CH:51]=1)([CH3:44])[CH3:43])[CH3:39]

참가 물질

5

반응물 3

HCID 947NitrogenHCID 181741Ethyl 2-(4-hydroxyphenoxy)-2-methylpropanoateHCID 57719167Toluene-4-sulfonic acid 2-[1-(3,4-dimethyl-benzyl)-3-(4-methoxy-benzyl)-2-oxo-imidazolidin-4-yl]-ethyl ester

생성물 1

HCID 577189882-(4-{2-[1-(3,4-Dimethyl-benzyl)-3-(4-methoxy-benzyl)-2-oxo-imidazolidin-4-yl]-ethoxy}-phenoxy)-2-methyl-propionic acid ethyl ester수율 108.9%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of toluene-4-sulfonic acid 2-[1-(3,4-dimethyl-benzyl)-3-(4-methoxy-benzyl)-2-oxo-imidazolidin-4-yl]-ethyl ester (2.54 g, 4.86 mmol), 2-(4-hydroxy-phenoxy)-2-methyl-propionic acid ethyl ester (0.99 g, 4.01 mmol) and CS2CO3 (1.73 g, 5.31 mmol) in DMF (60 mL) was heated at 55° C. for under N2 for 16 h. The reaction mixture was cooled to room temperature, quenched with aqueous 1 N HCl (25 mL), and worked up extractively with EtOAc and water. The organic layer was dried (MgSO4) and the solvent removed in vacuo to afford crude product that was purified by flash chromatography using 4:1 hexanes:acetone to afford 2.51 g (99%) 2-(4-{2-[1-(3,4-dimethyl-benzyl)-3-(4-methoxy-benzyl)-2-oxo-imidazolidin-4-yl]-ethoxy}-phenoxy)-2-methyl-propionic acid ethyl ester. MS (ES+) Calc'd for C34H43N2O6 (M+1) 575. Found m/z 575 (100%). 1H NMR.

후처리

  1. customquenched with aqueous 1 N HCl (25 mL)
  2. dry with materialThe organic layer was dried (MgSO4)
  3. customthe solvent removed in vacuo
  4. customto afford crude product that
  5. customwas purified by flash chromatography

출처 및 근거

ORD 기록
ord-e5036b9191fc4336b4afbdbaa91ad6b3
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07544812B2

연결된 노트

불러오는 중…