Solution phase synthesis of dithymidine phosphorothioate by a phosphotriester method using new S-protecting groups

Article abstract of DOI:10.1080/07328319708002529

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.

Full text of DOI:10.1080/07328319708002529

Nucleosides and Nucleotides
ISSN: 0732-8311 (Print) (Online) Journal homepage: http://www.tandfonline.com/loi/lncn19
Solution Phase Synthesis of Dithymidine
Phosphorothioate by a Phosphotriester Method
Using New S-Protecting Groups
Ask Püschl , Jan Kehler & Otto Dahl
To cite this article: Ask Püschl , Jan Kehler & Otto Dahl (1997) Solution Phase Synthesis of
Dithymidine Phosphorothioate by a Phosphotriester Method Using New S-Protecting Groups,
Nucleosides and Nucleotides, 16:1-2, 145-158, DOI: 10.1080/07328319708002529
To link to this article: http://dx.doi.org/10.1080/07328319708002529
Published online: 20 Aug 2006.
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Date: 05 June 2016, At: 10:51