114797-74-9Relevant academic research and scientific papers
New methods for multiple modifications of a phosphorus centre. Their relevance to nucleotide and oligonucleotide analogues synthesis
Kers, Inger,Cieslak, Jacek,Jankowska, Jadwiga,Kraszewski, Adam,Stawinski, Jacek
, p. 1245 - 1246 (1999)
Nucleoside phosphoramidates and their analogues with the P-N bond in bridging positions of the phosphoramidate linkage were prepared by a new method utilizing the corresponding pyridine adducts of metaphosphates. Also, a new procedure was developed for the synthesis of unprotected nucleoside phosphoromono- and phosphorodithioates.
A new synthetic method for the preparation of nucleoside phosphoramidate analogues with the nitrogen atom in bridging positions of the phosphoramidate linkage
Kers, Inger,Stawinski, Jacek,Kraszewski, Adam
, p. 1219 - 1222 (2007/10/03)
An efficient method for the preparation of nucleoside P3' → N5' and N3' → P5' phosphoramidates and their thio analogues results from generation of a pyridine adduct of a nucleoside metaphosphate or its analogue from a nucleoside H-phosphonate, nucleoside H-phosphonothioate or nucleoside H-phosphonodithioate monoester followed by its reaction with 5'- or 3'-aminonucleoside.
A facile access to nucleoside phosphorofluoridate, nucleoside phosphorofluoridothioate, and nucleoside phosphorofluoridodithioate monoesters
Bollmark, Martin,Stawinski, Jacek
, p. 5739 - 5742 (2007/10/03)
Oxidation of H-phosphonate, H-phosphonothioate, or H-phosphonodithioate monoesters with iodine in pyridine in the presence of trimethylsilyl chloride, followed by addition of triethylamine trishydrofluoride (TAF) furnished rapid and quantitative formation of the corresponding phosphorofluoridate, phosphorofluoridothioate, or phosphorofluoridodithioate monoesters.
Efficient Method for the Preparation of Nucleoside Phosphorofluoridates and Nucleoside Phosphorofluoridothioates
Bollmark, Martin,Zain, Rula,Stawinski, Jacek
, p. S68 - S71 (2007/10/03)
Dinucleoside H-phosphonates and nucleoside H-phosphonothioates can be efficiently transformed to the fluorophosphate and fluorothiophosphate diester derivatives via iodine promoted oxidation in the presence of fluoride anions.An analogous oxidation of the
Nucleoside Phosphonates: Part 7. Studies on the Oxidation of Nucleoside Phosphonate Esters
Garegg, Per J.,Regberg, Tor,Stawinski, Jacek,Stroemberg, Roger
, p. 1269 - 1274 (2007/10/02)
Oxidation of phosphonate mono- and di-esters with various oxidizing agents including diaryl disulphides, hexacloroacetone, and iodine, has been investigated under various reaction conditions.The most efficient oxidation procedure consists of treatment of phosphonate esters with iodine in pyridine-water.When the phosphonate esters were presilylated by treatment with trimethylsilyl chloride, the subsequent oxidation with aqueous iodine was faster. (31)P N.m.r. spectroscopic studies have enabled us to propose the most likely pathway for the majority of the oxidations.
