Reaktionsgleichung
[C:1]1([CH:7]([CH3:12])[CH2:8][C:9]([OH:11])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[N:14]1[CH2:19][CH2:18][O:17]CC1.ClC(O[CH2:24][CH:25](C)[CH3:26])=O.C(N1[C:38]([NH2:39])=[C:37](N)[C:35](=[O:36])N(CCC)C1=O)CC.O1[CH2:48][CH2:47][CH2:46][CH2:45]1>C(OCC)C>[NH2:39][C:38]1[CH:37]([CH2:24][CH2:25][CH3:26])[C:35](=[O:36])[CH:45]([CH2:46][CH2:47][CH3:48])[C:18](=[O:17])[C:19]=1[NH:14][C:9](=[O:11])[CH2:8][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH3:12]Komponenten
7
Edukt 5
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -20 °C
Versuchsvorschrift
Dissolve 3-phenylbutyric acid (1.0 g, 6.1 mmol) in tetrahydrofuran (20 ml), treat with N-methylmorpholine (0.67 ml, 6.1 mmol) and cool to -20° C. Add isobutyl chloroformate (0.79 ml, 6.1 mmol) and stir for 20 minutes. Then add 1,3-di-n-propyl-5,6-diaminouracil (1.4 g, 6.1 mmol, in 5 ml dimethylformamide) and stir the reaction at -20° C. for 3 hours. Then dilute the reaction with diethyl ether (400 ml) and separate the layers. Rinse the organic layer with saturated sodium bicarbonate (200 ml), 50% aqueous sodium chloride (2×200 ml), dry over anhydrous magnesium sulfate, filter and concentrate under vacuum to provide N-(2-amino-4,6-dioxo-3,5-dipropylcyclohex-1-enyl)-3-phenylbutyramide (2.23 g).
Aufarbeitung
- customthe reaction at -20° C. for 3 hours
- additionThen dilute
- customseparate the layers
- washRinse the organic layer with saturated sodium bicarbonate (200 ml), 50% aqueous sodium chloride (2×200 ml)
- dry with materialdry over anhydrous magnesium sulfate
- filtrationfilter
- concentrationconcentrate under vacuum
Quellen und Nachweise
- ORD-Eintrag
- ord-a89a3e5e7d9441a2aad27464a69c6f6b
- Quelldatensatz
- uspto-grants-1998_03
- Patentnummer
- US05734052
Verknüpfte Notizen
Wird geladen…