Synthesis of 2′,3′-Dideoxy-3′-fluorouridines with Potential Anti-HIV Activity According to Neural Network Calculations

All articles of this category Methyl 2,3-dideoxy-3-fluoro-5- O -(4-phenylbenzoyl)-β-D- erythro -pentofuranoside was condensed with trimethylsilylated 5-substituted uracils to give nucleosides using 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.