102987-83-7Relevant academic research and scientific papers
Solid phase oligonucleotide synthesis by using β-CE H-phosphonate approach
Padiya, Kamlesh J.,Mohe, Nikhil U.,Salunkhe, Manikrao M.
, p. 917 - 922 (2002)
A new approach to the solid phase synthesis of oligonucleotide is described, which is based on oxidative coupling of nucleoside 3′-β-CE H-phosphonates in presence of N-Bromosuccinimide (NBS) as a coupling agent.
Large scale, liquid phase oligonucleotide synthesis by alkyl H- phosphonate approach
Padiya, Kamlesh J.,Salunkhe, Manikrao M.
, p. 337 - 342 (2000)
A new approach to the liquid phase synthesis of oligonucleotide is described, it is based on oxidative coupling using alkyl H-phosphonate synthon and polyethylene glycol (PEG5000) as a soluble support. Nucleoside alkyl H-phosphonate undergoes o
High-yield solution-phase synthesis of di- and trinucleotide blocks assisted by polymer-supported reagents
Dueymes, Cecile,Schoenberger, Andreas,Adamo, Ilaria,Navarro, Aude-Emmanuelle,Meyer, Albert,Lange, Meinolf,Imbach, Jean-Louis,Link, Fritz,Morvan, Francois,Vasseur, Jean-Jacques
, p. 3485 - 3488 (2007/10/03)
(Chemical Equation Presented) A new solution-phase phosphoramidite approach is reported for oligonucleotide synthesis employing recyclable solid-supported reagents. It uses polyvinyl pyridinium tosylate as the activator of a nucleoside-3′-O-phosphoramidit
Proton-block strategy for the synthesis of oligodeoxynucleotides without base protection, capping reaction, and P-N bond cleavage reaction
Sekine, Mitsuo,Ohkubo, Akihiro,Seio, Kohji
, p. 5478 - 5492 (2007/10/03)
A new N-unprotected phosphoramidite method called the "proton-block" approach was developed for the chemical synthesis of oligodeoxynucleotides based on the hitherto simplest and rational principle of acid-base reactions. This concept involves protection
Commercially available 5'-DMT phosphoramidites as reagents for the synthesis of vinylphosphonate-linked oligonucleic acids.
Abbas,Bertram,Hayes
, p. 3365 - 3367 (2007/10/03)
[reaction: see text]. Commercially available cyanoethyl phosphoramidites derived from T, d(C), d(A), and d(G) were hydrolyzed (1H-tetrazole, MeCN/H2O) to give the corresponding H-phosphonates in excellent yields. Palladium(0)-catalyzed cross-coupling of e
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.
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.
A NEW AND VERSATILE APPROACH TO THE PREPARATION OF VALUABLE DEOXYNUCLEOSIDE 3'-PHOSPHITE INTERMEDIATES
Marugg, J. E.,Burik, A.,Tromp, M.,Marel, G. A. van der,Boom, J. H. van
, p. 2271 - 2274 (2007/10/02)
The easily accessible and crystalline monofunctional phosphitylating reagent bis-(diisopropylamino)chlorophosphine has been used for the synthesis of phosphoramidites and H-phosphonates of d-nucleosides and, also, the formation of 3'-5'-internucleotidic phosphonate bonds.
