Solution Phase Synthesis of Dithymidine Phosphorothioate by a Phosphotriester Method Using NewS-Protecting Groups
- 1 January 1997
- journal article
- research article
- Published by Taylor & Francis in Nucleosides and Nucleotides
- Vol. 16 (1-2) , 145-158
- https://doi.org/10.1080/07328319708002529
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.Keywords
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