129789-64-6Relevant academic research and scientific papers
Solution phase synthesis of dithymidine phosphorodithioate using new S- protecting groups in combination with a chemoselective coupling reagent (PyNOP)
Kehler, Jan,Pueschl, Ask,Dahl, Otto
, p. 23 - 32 (1997)
A method for the synthesis of O-thymidin-3'-yl S-alkyl dithiophosphate monomers 1 with different S-protecting groups has been developed. These have been used for solution phase synthesis of dithymidine phosphorodithioate by a new phosphotriester method. C
Synthesis of oligodeoxynucleoside phosphoromonothioates and phosphorodithioates by a phosphotriester method
Kehler, Jan,Pueschl, Ask,Dahl, Otto
, p. 1633 - 1636 (2007/10/03)
A phosphotriester method for the synthesis of dithymidine phosphoromonothioates and phosphorodithioates with new S-protecting groups has been investigated. Four of the S-protecting groups possesed catalytic activity, however side reactions occurred during 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 (14) gave protected dithymidine phosphoromonothioate in 96 % yield after 15 rain coupling. Furthermore PyFNOP chemoselectively activates oxygen in nucleoside phosphorodithioate monomers 9 and can be used for the synthesis of oligodeoxynucleoside phosphorodithioates with mixed base sequences.
Synthesis of dinucleoside and dinucleotide phosphorodithioates via a phosphotriester approach
Yau, Eric K.,Ma, Yun-Xi,Caruthers
, p. 1953 - 1956 (2007/10/02)
5′ -O-Dimethoxytrityl and S-protected thymidine-3′ -phosphorodithioate, 3′ -O-acetylthymidine or thymidine-3′ -O-[β-cyanoethyl-(S-2,4-dichlorobenzyl)]-phosphorodithioate, 1-methylimidazole, and 2,4,6-triisopropylbenzenesulfonylchloride react to give excel
