620162-40-5Relevant academic research and scientific papers
Preparation of Alkyl Dihydrogenphosphates with Monomeric Metaphosphate Anion Generated by Photochemical C-P Bond Cleavage of p-Nitrobenzylphosphonic Acid
Iwamoto, Narimasa,Okamoto, Yoshiki,Takamuku, Setsuo
, p. 1505 - 1508 (1986)
Alkyl dihydrogenphosphates were prepared by a procedure that probably involves a monomeric metaphosphate anion as an intermediate.The monomeric metaphosphate anions used in this reaction were generated by a photochemical C-P bond cleavage of the p-nitrobenzylphosphonate dianion.The photolysis of a 1:2 molar mixture of p-nitrobenzylphosphonic acid and 1,8-diazabicycloundec-7-ene (or 2,2,6,6-tetramethylpiperidine) in excess alcohol gave alkyl dihydrogenphosphate in fairly good yield.
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.
