Toluene → N4-behenyloxy-1-beta-D-arabino-furanosylcytosine

Beteiligte Stoffe

Reaktionsschritte

to a solution of 2.43 g of arabinofuranosylcytosine dissolved in 40 ml of dimethylacetamide, there is added 10 ml of a toluene solution containing 3.0 g of potassium hydrogen carbonate and 5.8 g of behenyloxycarbonyl chloride. The reaction is carried out at room temperature with stirring of the mixture for 4 hours. After completion of the reaction, the mixture is poured into ice-water and the precipitated solids are collected by filtration, followed by washing successively with acetone and with chloroform. The white solids obtained are dissolved in a mixture of chloroform-methanol and the resultant insolubles are filtered off. After removal of the solvent, the rersidue is subjected to precipitation from chloroform to obtain 2.0 g of N4 -behenyloxy-1-β-D-arabino-furanosylcytosine (Yield:35%).

Herkunft & Nachweise