Nucleosides and nucleotide. 145.1 synthesis of 2'-deoxy and 5'-phosphate derivatives of bredinin. A photochemical imidazole-ring cleavage and subsequent reconstruction of the base moiety

Article abstract of DOI:10.1016/0040-4039(95)02110-8

2'-Deoxy and 5'-phosphate derivatives of bredinin (2 and 3, respectively) were synthesized. UV irradiation of bredinin with a mercury lamp in aqueous HCl gave the imidazole-ring cleavage product 7 in high yield, which was converted to 2'-deoxy derivative