Journal ArticleDOI
Nucleoside phosphonates: part 7. Studies on the oxidation of nucleoside phosphonate esters
TLDR
In this article, the most efficient treatment of phosphonate esters with iodine in pyridine-water was investigated under various reaction conditions, and the most likely pathway for the majority of the oxidations was proposed.Abstract:
Oxidation of phosphonate mono- and di-esters with various oxidizing agents including diaryl disulphides, hexachloroacetone, 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. 31P N.m.r. spectroscopic studies have enabled us to propose the most likely pathway for the majority of the oxidations.read more
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Journal ArticleDOI
Nucleoside H-phosphonates. III. Chemical synthesis of oligodeoxyribonucleotides by the hydrogenphosphonate approach
TL;DR: In this paper, a rapid synthesis of oligodeoxyribonucleotides on solid support is described via coupling of the deoxyribonside 3′-H-phosphonates in the presence of various condensing reagents.
Journal ArticleDOI
Silyl esters of phosphorous—common intermediates in synthesis
L. Woźniak,Julian Chojnowski +1 more
Journal ArticleDOI
H-aggregation of azobenzene-substituted amphiphiles in vesicular membranes
TL;DR: Detailed information on bilayer packing will be of crucial importance for fine-tuning the lateral pressure in vesicular membranes with the ultimate aim to steer the opening and closing of mechanosensitive protein channels of large conductance.
Journal ArticleDOI
Chemical Synthesis of Oligodeoxyribonucleotides Using N-Unprotected H-Phosphonate Monomers and Carbonium and Phosphonium Condensing Reagents: O-Selective Phosphonylation and Condensation
TL;DR: In this article, it was found that the amino groups of the nucleosides were not modified during internucleotidic bond formation where (benzotriazol-1-yloxy) carbonium and -phosphonium compounds were employed as condensing reagents.
Journal ArticleDOI
One-Pot Synthesis of Nucleoside 5′-Triphosphates from Nucleoside 5′-H-Phosphonates
TL;DR: A one-pot method to prepare NTPs from nucleoside 5'-H-phosphonate monoesters via pyridinium phosphoramidates is described, and this approach is used to synthesize ATP, UTP, GTP, CTP, ribavirin-TP, and 6-methylpurine ribonucleoside-TP (6MePTP).