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 13. Reconstruction of the imidazole ring of 13 with (EtO)3CH and subsequent deprotection afforded the desired 2'-deoxybredinin (2). Similarly, bredinin 5'-phosphate (3) was synthesized via the photo-product 17.
Mendeley saves you time finding and organizing research
Choose a citation style from the tabs below