Analogs of pyrimidine mono- and polynucleotides

The corresponding monophosphates, cyclophosphates, and , -diphosphates were obtained by phosphorylation of 1-(1, 4-dihydroxy-2-pentyl) thymine, 1-(1, 3-dihydroxy-2-propyl) uracil, and their derivatives with selective protection of one of the hydroxyl groups. 2-Cyanoethyl phosphate (CEP) in the presence of N, N-dicyclohexylcarbodiimide (DCC), polyphosphoric acid, and pyrophosphoryl chloride were used as phosphorylating agents. The dependence of the yields of the products of phosphorylation of 1-(1, 4-dihydroxy-2-pentyl) thymine with CEP on the ratio of the reacting substances and the reaction time was studied. The monophosphates were cyclized under the influence of DCC. In the case of 1-(1, 3-dihydroxy-2-propyl) uracil 1-phosphate a dimeric phosphate was obtained in addition to a cyclophosphate. The acid hydrolysis of the cyclophosphates was investigated.See 1] for communication V; see 2] for a preliminary communication.Deceased.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 678–683, May, 1978.