71100-71-5Relevant academic research and scientific papers
PREPARATION RAPIDE DES MONONUCLEOSIDES-3' MONOPHOSPHATE PROTEGES UTILISABLES EN SYNTHESE OLIGONUCLEOTIDIQUE
Molko, D.,Derbyshire, R. B.,Guy, A.,Roget, A.,Teoule, R.
, p. 2159 - 2160 (1980)
Fully protected mononucleotides are prepared by the action of parachlorophenylphosphodichloridite in THF on the corresponding nucleosides followed by oxidation with iodine.
Nucleosides and Nucleotides. Part 17. A Simple Preparation of Protected Deoxynucleoside-3'-phosphates
Bernardini, Silvio De,Waldmeier, Felix,Tamm, Christoph
, p. 2142 - 2147 (2007/10/02)
A simple method for the preparation of fully protected 2'-deoxynucleoside-3'-phosphates is described.The main step, phosphorylation of partially protected deoxynucleosides, is performed with the monofunctional reagent p-chlorophenyl(2-cyanoethyl)phosphochloridate (2) in dioxane.This reagent is quickly prepared from readily accessible p-chlorophenyl phosphodichloridate by reaction with 3-hydroxypropionitrile and triethylamine in dioxane or ether.The crude reagent is used directly for phosphorylation.After chromatography, protected deoxynucleoside-3'-phosphonates were isolated in yields of 80-87percent .The method described here, which has been optimized in detail, represents a simple alternative to published methods.
