Collect. Czech. Chem. Commun.
1985, 50, 2319-2323
https://doi.org/10.1135/cccc19852319
Photochemical synthesis of C(5) alkyl and heteroaryl substituted pyrimidine nucleotides
Mohamed E. Hassan
Chemistry Department, Aswan University, Aswan, Egypt
Abstract
A simple and direct method for the synthesis of C-5 modified nucleosides is described. Photoirradiation of 2'-deoxyuridine 5'-phosphate (I), in the presence of haloheteroarenes afforded the C-5 heteroaryl substituted nucleotides. 5-(2-Hydroxyethyl)nucleotide also obtained from photocoupling of I with 2-iodoethanol. Photoirradiation of 5-iodo-2-deoxyuridine 5'-phosphate (II), in the presence of methyl acrylate or acrylonitrile, gave 5-(2-methoxycarbonylethenyl) and 5-(2-cyanoethenyl) nucleotide, respectively.
