184773-03-3Relevant 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 (2007/10/03)
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.
Solid phase synthesis of oligodeoxynucleoside phosphorodithioates by a phosphotriester method using a chemoselective coupling reagent
Kehler, Jan,Pueschl, Ask,Dahl, Otto
, p. 8041 - 8044 (2007/10/03)
A phosphotriester method has been developed for solid phase synthesis of oligodeoxynucleoside phosphorodithioates. Couplings are performed by chemoselective oxygen activation of protected nucleoside dithiophosphate anions 1, 7, 8, 9 with 4-nitro-6-trifluo
