Synthesis and chemical and enzymatic reactivity of thymidine 3′-O- and 5′-O-phosphorofluoridothioates

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Konrad Misiura


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.


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