Trifluoroacetic acid → 2-(4-{3-[1-(3,4-Dimethyl-benzyl)-2-oxo-imidazolidin-4-yl]-propyl]-phenoxy}-2-methyl-propionic acid

HRID 1985247

Reaktionsgleichung

Reaktionsgleichung von HRID 1985247
C([O:5][C:6](=[O:35])[C:7]([O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][CH:20]2[CH2:24][N:23]([CH2:25][C:26]3[CH:31]=[CH:30][C:29]([CH3:32])=[C:28]([CH3:33])[CH:27]=3)[C:22](=[O:34])[NH:21]2)=[CH:13][CH:12]=1)([CH3:9])[CH3:8])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH3:33][C:28]1[CH:27]=[C:26]([CH:31]=[CH:30][C:29]=1[CH3:32])[CH2:25][N:23]1[CH2:24][CH:20]([CH2:19][CH2:18][CH2:17][C:14]2[CH:15]=[CH:16][C:11]([O:10][C:7]([CH3:9])([CH3:8])[C:6]([OH:35])=[O:5])=[CH:12][CH:13]=2)[NH:21][C:22]1=[O:34]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 577188972-(4-{3-[1-(3,4-Dimethyl-benzyl)-2-oxo-imidazolidin-4-yl]-propyl}-phenoxy)-2-methyl-propionic acid tert-butyl ester

Produkt 1

HCID 577189002-(4-{3-[1-(3,4-Dimethyl-benzyl)-2-oxo-imidazolidin-4-yl]-propyl]-phenoxy}-2-methyl-propionic acidAusbeute 24,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2-(4-{3-[1-(3,4-dimethyl-benzyl)-2-oxo-imidazolidin-4-yl]-propyl}-phenoxy)-2-methyl-propionic acid tert-butyl ester (0.051 g, 0.106 mmol) in CH2Cl2 (3 mL) was treated with trifluoroacetic acid (0.5 mL) and stirred at room temperature under N2 for 5 h. The solvent removed in vacuo to give crude acid that was purified by flash chromatography using 94:6 CH2Cl2:MeOH to afford 0.011 g (24%) 2-(4-{3-[1-(3,4-dimethyl-benzyl)-2-oxo-imidazolidin-4-yl]-propyl}-phenoxy) -2-methyl-propionic acid. MS (ES+) Calc'd for C25H33N2O4 (M+1) 425. Found m/z 425 (100%). 1H NMR.

Aufarbeitung

  1. customThe solvent removed in vacuo
  2. customto give crude acid that
  3. customwas purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-63854d25743f4357b5361d6f95f13c17
Quelldatensatz
uspto-grants-2009_06
Patentnummer
US07544812B2

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