Abstract
New acyclic pyrimidine nucleosides, analogs of the antiviral drug acyclovir, were synthesized starting from 6-chloropyrimidine-2,4(1H,3H)-dione. The addition of side carbohydrate chain to the N1 or N3 atoms of the heterocyclic base with formation of N1- and N3-substituted isomers, respectively, was confirmed by 1H NMR and X-ray analysis. N1- and N3-Substituted 6-chloropyrimidine-2,4(1H,3H)-diones were subjected to amination with secondary amines, and cyclocondensation of 6-allylamino derivative afforded N1-substituted pyrido[2,3-d]pyrimidine.
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Original Russian Text © R.G. Melik-Ohanjanyan, T.R. Hovsepyan, S.G. Israelyan, M.S. Ghukasyan, G.S. Karakhanyan, H.A. Panosyan, R.A. Tamazyan, A.G. Ayvazyan, 2015, published in Zhurnal Organicheskoi Khimii, 2015, Vol. 51, No. 3, pp. 377–383.
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Melik-Ohanjanyan, R.G., Hovsepyan, T.R., Israelyan, S.G. et al. Reaction of 6-chloropyrimidine-2,4(1H,3H)-dione with 2-(chloromethoxy)ethyl benzoate. Synthesis of new acyclic nucleosides. Russ J Org Chem 51, 361–367 (2015). https://doi.org/10.1134/S1070428015030124
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DOI: https://doi.org/10.1134/S1070428015030124