Solution Phase Synthesis of Dithymidine Phosphorothioate by a Phosphotriester Method Using New S-Protecting Groups |
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| Authors: | Ask Püschl Jan Kehler Otto Dahl |
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| Affiliation: | Department of Chemistry , The H. C. ?rsted Institute, University of Copenhagen , Universitetsparken 5, DK-2100, Copenhagen, Denmark |
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| Abstract: | Abstract ABSTRACT A phosphotriester method for the synthesis of dithymidine phosphorothioates with eight S-protecting groups has been investigated. Three of the S-protecting groups possesed catalytic activity, however side reactions occurred under deprotection. The best S-protecting group was 4-chloro-2-nitrobenzyl which could be removed with a minimum of side reactions (0.3 %). The coupling reagent PyFNOP (11) gave protected dithymidine phosphorothioate in 96% yield after 15 min coupling. |
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| Keywords: | DNA-binding Minor groove Ligand NMR NOESY DNA duplex |
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