Reaktionsgleichung
[O:1]=[C:2]([NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:24])([F:23])[F:22])[CH:16]=1)[CH2:3][C:4]([O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:5].[C:25]([C:28]([C:38](=[O:40])[CH3:39])=[CH:29][C:30]1[CH:37]=[CH:36][C:33]([C:34]#[N:35])=[CH:32][CH:31]=1)(=[O:27])[CH3:26].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[C:25]([CH:28]([C:38](=[O:40])[CH3:39])[CH:29]([C:30]1[CH:37]=[CH:36][C:33]([C:34]#[N:35])=[CH:32][CH:31]=1)[CH:3]([C:2]([NH:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([C:21]([F:22])([F:23])[F:24])[CH:16]=1)=[O:1])[C:4]([O:6][CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)=[O:5])(=[O:27])[CH3:26]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a stirred solution of benzyl 3-oxo-3-{[3-(trifluoromethyl)phenyl]amino}propanoate (6.7 g, 19.2 mmol) (Example 3A) and 4-(2-acetyl-3-oxobut-1-en-1-yl)benzonitrile (4.2 g, 19.2 mmol) (Example 4A) in tetrahydrofuran (140 ml) is added tetrabutylammonium fluoride (9.9 ml of a 1 M solution in tetrahydrofuran). The reaction is stirred for 2 hours at room temperature, then concentrated in vacuo and chromatographed over silica gel 60 with cyclohexane/ethyl acetate mixtures as eluent. The product is isolated as a mixture of diastereomers.
Aufarbeitung
- concentrationconcentrated in vacuo
- customchromatographed over silica gel 60 with cyclohexane/ethyl acetate
- customThe product is isolated as a mixture of diastereomers
Quellen und Nachweise
- ORD-Eintrag
- ord-5361c0ddf64744d9ba68cc905401cfc4
- Quelldatensatz
- uspto-grants-2012_01
- Patentnummer
- US08097629B2
Verknüpfte Notizen
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