2(1H)-Pyrimidinone, 4-amino-1-arabinofuranosyl- → HCID 13090283, Verbindung

HRID 1164145

Reaktionsgleichung

[CH:1]1([N:10]2[CH:17]=[CH:16][C:14]([NH2:15])=[N:13][C:11]2=[O:12])[O:7][C@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@@H:2]1[OH:3].C(=O)([O-])O.[Na+].[CH2:23]([O:32][C:33](Cl)=[O:34])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>CC(N(C)C)=O>[CH2:23]([O:32][C:33]([NH:15][C:14]1[CH:16]=[CH:17][N:10]([C@@H:1]2[O:7][C@H:6]([CH2:8][OH:9])[C@@H:4]([OH:5])[C@@H:2]2[OH:3])[C:11](=[O:12])[N:13]=1)=[O:34])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Komponenten

Reaktionsbedingungen

Temperatur: 22.5 °C

Versuchsvorschrift

In 120 ml of dimethylacetamide, 6.0 g of arabinofuranosylcytosine is dissolved and to the resultant solution are added 4.15 g of sodium hydrogen carbonate and 7.66 g of nonyloxycarbonyl chloride. The mixture is then allowed to react under stirring at 20 to 25° C. for 2 hours. After the reaction, the solvent is removed under reduced pressure and the residue is dissolved in a small amount of ethanol. Water is then added to the resultant solution and the precipitated solids are collected by filtration, followed by drying. The white powders obtained are washed thoroughly with ethyl ether to obtain 3.8 g of N4 -nonyloxycarbonyl-1-β-D-arabinofuranosylcytosine (Yield:37%).

Aufarbeitung

customto react
customAfter the reaction
customthe solvent is removed under reduced pressure
dissolutionthe residue is dissolved in a small amount of ethanol
additionWater is then added to the resultant solution
filtrationthe precipitated solids are collected by filtration
customby drying
customThe white powders obtained
washare washed thoroughly with ethyl ether

Quellen und Nachweise

ORD-Eintrag: ord-7e063a2917d149f8967e02cab15a0838
Quelldatensatz: uspto-grants-1983_01
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US04367332

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