N1,5'-O-dibenzyl-2',3'-didehydro-2',3'-dideoxyinosine → N1,5'-O-dibenzyl-2',3'-dideoxyinosine
Reaktionsgleichung
[CH2:1]([N:8]1[CH:30]=[N:29][C:28]2[N:13]([C@@H:14]3[O:27][C@H:17]([CH2:18][O:19][CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH:16]=[CH:15]3)[CH:12]=[N:11][C:10]=2[C:9]1=[O:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[C].[Pd].CO>[CH2:1]([N:8]1[CH:30]=[N:29][C:28]2[N:13]([C@@H:14]3[O:27][C@H:17]([CH2:18][O:19][CH2:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH2:16][CH2:15]3)[CH:12]=[N:11][C:10]=2[C:9]1=[O:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Versuchsvorschrift
To a methanol solution (1 mL) of N1,5′-O-dibenzyl-2′,3′-didehydro-2′,3′-dideoxyinosine (207 mg, 0.5 mmol), 5% palladium-carbon (20 mg) was added, and the mixture was stirred at room temperature for 2 hours in an atmosphere of hydrogen (1 atm). The palladium catalyst was removed from the obtained reaction mixture by filtration, and the resultant filtrate was concentrated under reduced pressure. After purification by chromatography (using 15 g of silica gel and ethyl acetate as an eluting solution), 187 mg of the intended product was obtained in a yield of 90% as a white solid.
Aufarbeitung
- customThe palladium catalyst was removed from the obtained reaction mixture by filtration
- concentrationthe resultant filtrate was concentrated under reduced pressure
- customAfter purification by chromatography (
- customwas obtained in a yield of 90% as a white solid
Quellen und Nachweise
- ORD-Eintrag
- ord-0b6a2586d998423c9507f8712130dcc1
- Quelldatensatz
- uspto-grants-2012_08
- Patentnummer
- US08252920B2
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