Synthesis and chemical and enzymatic reactivity of thymidine 3′-O- and 5′-O-phosphorofluoridothioates
Abstract
5′-O- or 3′-O-Protected thymidine 3′-O- or 5′-O-(2-thiono- 1,3,2-oxathiaphospholanes) react with triethylammonium fluoride in a presence of DBU and furnish, after deprotection, thymidine 3′-O- and 5′-O-phosphorofluoridothioates; the latter undergoes stereoselective hydrolysis by snake venom phosphodiesterase.