1027397-66-5Relevant academic research and scientific papers
Use of Bis N,N-Dialkylphosphoramidites for the Synthesis of Phosphate Monoesters
Ross, Kenneth C.,Rathbone, Daniel L.,Thompson, William,Freeman, Sally
, p. 421 - 426 (2007/10/02)
The bis N,N-dialkylphosphoramidites 7a and b and bis N,N-dialkylphosphoramidites 6a and b have been prepared by reaction of the N,N-dialkylphosphorochloridites 5a and b with the appropriate 2-(trialkylsilyl)ethanol.In the presence of 1H-tetrazole, the phosphoramidites 6a, b and 7a, b phosphorylated MeOH, PhCH2OH, PhCH2CH2OH, Me(PhCH2CH2(CHOH, 2,3,4,5,6-penta-O-benzyl-myo-inositol and ButOH, to give the phosphites 8a-h.Without isolation, these were oxidized to the corresponding phosphate triesters 9a-h with m-chloroperbenzoic acid.Treatment of the triesters 9a-h with tetrabutylammonium fluoride removes only 2-(trialkylsilyl)ethyl group to give the diesters 10a-h, whereas treatment with a solution of hydrofluoric acid in acetonitrile-water gives the phosphate monoesters 11a-e.
