SYNTHESIS OF 2',3'-DIDEOXY-3'-FLUOROURIDINES WITH POTENTIAL ANTI-HIV ACTIVITY ACCORDING TO NEURAL-NETWORK CALCULATIONS

Methyl -O-(4-phenylbenzoyl)-beta-D-erythropentofuranoside was condense d with trimethylsilylated 5-substituted uracils to give nucleosides us ing trimethylsilyl trifluoromethanesulfonate as catalyst. In the case of 5-nitrouracil an acyclic nucleoside believed to be an intermediate for the corresponding nucleoside was isolated. The 5-substituents were selected from neural network calculations on compounds with potential activity against HIV-1. All compounds from the condensation reactions were deacylated by treatment with sodium methoxide in methanol.