4-Fluorophenol → N-[(1-methyl-3-isobutyl-indole-2-cabonyl)valinyl]-3-amino-4-oxo-5-(4-fluorophenyloxy)-pentanoic Acid, tert-butyl Ester

HRID 2297054

Reaktionsgleichung

Reaktionsgleichung von HRID 2297054
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH:12]([CH3:14])[CH3:13])=[C:3]1[C:15]([NH:17][C@H:18]([C:22]([NH:24][CH:25]([C:34](=[O:37])[CH2:35]Br)[CH2:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])=[O:23])[CH:19]([CH3:21])[CH3:20])=[O:16].[F-].[K+].[F:40][C:41]1[CH:46]=[CH:45][C:44]([OH:47])=[CH:43][CH:42]=1.CCCCCC.CCOC(C)=O>CN(C=O)C>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH:12]([CH3:14])[CH3:13])=[C:3]1[C:15]([NH:17][C@H:18]([C:22]([NH:24][CH:25]([C:34](=[O:37])[CH2:35][O:47][C:44]1[CH:45]=[CH:46][C:41]([F:40])=[CH:42][CH:43]=1)[CH2:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])=[O:23])[CH:19]([CH3:21])[CH3:20])=[O:16]

Komponenten

6

Edukt 4

HCID 97324-FluorophenolHCID 522689Potassium FluorideHCID 21226206Ethyl acetate hexaneHCID 86756359N-[(1-methyl-3-isobutyl-indole-2-cabonyl)valinyl]-3-amino-5-bromo-4-oxo-pentanoic acid, tert-butyl ester

Produkt 1

HCID 86756360N-[(1-methyl-3-isobutyl-indole-2-cabonyl)valinyl]-3-amino-4-oxo-5-(4-fluorophenyloxy)-pentanoic Acid, tert-butyl EsterAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The titled product (72 mg, 100%) was prepared as a white solid as described in Example 82 using the product of Example 81 (68.0 mg, 0.12 mmol), potassium fluoride (15.6 mg, 0.27 mmol), and 4-fluorophenol (13.4 mg, 0.12 mmol) in DMF (2.0 ml) TLC (hexane/EtOAc, 50/50): Rf=0.48.

Quellen und Nachweise

ORD-Eintrag
ord-94529e0aeb8b4961b8616742d674b5ca
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06489353B2

Verknüpfte Notizen

Wird geladen…