118149-31-8Relevant articles and documents
Chemoselective synthesis of dithymidine phosphorothioate in solution using O-protected thiophosphate monomers
Boesen, Thomas,Kehler, Jan,Dahl, Otto
, p. 1241 - 1242 (1999)
Diastereomerically pure O-protected thymine monothioate nucleotide (I) is efficiently coupled to protected thymidine (II) in a chemoselective, but not stereoselective manner, to give dithymidine phosphorothioates (III).
O-Methyl-bis-O-(4-nitrophenyl)phosphite: a novel chemoselective O-phosphitylating reagent
Dabkowski, Wojciech,Kazimierczak, ?ucja
scheme or table, p. 5035 - 5039 (2009/12/05)
A novel chemoselective O-phosphitylating reagent containing two aryloxy leaving groups at a P(III) center is developed for selective formation of P(III) esters from amino alcohols without the need to protect the amino group. The reagent proved to be highl
Solution phase synthesis of dithymidine phosphorothioate by a phosphotriester method using new S-protecting groups
Pueschl, Ask,Kehler, Jan,Dahl, Otto
, p. 145 - 158 (2007/10/03)
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.