Di-p-nitrophenyl hydrogen phosphate

The superiority of di-p-nitrophenyl hydrogen phosphate as catalyst for the reaction is partly because its lipophilic area is approximately twice that of p-toluene-sulfonic acid and hence its salts with nucleosides are correspondingly more soluble in acetone. A further advantage of the procedure is that the formation of a nucleoside acetonide can be coupled with phosphorylation to produce the corresponding nucleotide. Thus, after the preparation of adenosine-2, 3 -acetonide (4) in solution, the acetone and 2,3-dimethoxypropane can be removed by distillation and the residue treated with tetra-p-nitrophenyl pyrophosphate for conversion into the nucleotide acetonide. 

Tetra-p-nitrophenyl pyrophosphate. The reagent (2) is prepared in situ by the reaction of di-p-nitrophenyl hydrogen phosphate (1) with di-p-tolylcarbodiimide in anhydrous... 

The reagent has proved useful as water scavenger in the preparation of acetonide derivatives of nucleosides see Di-p-nitrophenyl hydrogen phosphate). 

Di-p-nitrophenyl hydrogen phosphate 0,0-lsopropylidene deritatives of nucleosides... 

Phosphoric acid esters Ethyl metaphosphate Phosphate buffer Quinoline phosphate Dichloro phosphites, CH OPCh Triethyl phosphate. Butyl phosphate Phenyl acid phosphate Diphenyl hydrogen phosphate Di-p-nitrophenyl hydrogen phosphate (RO)gPS... 

A suspension of 8-azaguanosine in acetone containing acetone dimethyl ketal to maintain anhydrous conditions and di-p-nitrophenyl hydrogen phosphate stirred ca. 1 hr. until soln. is complete, and the product isolated after an additional 3 hrs. 2, 3 -0-isopropylidene-8-azaguanosine. Y 90%. F. e. s. A. Hampton, Am. Soc. 83, 3640 (1961). 

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