65359-81-1

Upstream product

• 2524-64-3 chlorophosphoric acid diphenyl ester 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 26386-88-9 diphenyl phosphoryl azide 

Downstream Products

• 76163-46-7 diphenyl 1,2-di-O-tetradecanoyl-rac-3-glycerophosphate 
• 76189-96-3 diphenyl 1,2-di-O-palmitoyl-rac-3-glycerophosphate 

Relevant academic research and scientific papers

Recyclable copper catalyst on chitosan for facile preparation of alkyl/aryl mixed phosphates via deaminated esterification between diphenylphosphoryl azides and aliphatic alcohols

An efficient methodology was established for the preparation of alkyl/aryl mixed phosphates under aerobic conditions promoted by a easily recoverable heterogeneous catalyst. This highly active copper catalyst was obtained by directly mixing of copper precursor with chitosan solution, followed by a simple work-up process. In this catalytic system, different phosphoryl azides and aliphatic alcohols were employed to generate desired products in moderate to excellent yields with good functional group tolerance. This protocol provided a practical application of the chitosan supported heterogeneous copper catalyst towards a novel P–O bond formation.

Method for catalytically synthesizing phosphoric acid mixed ester compound by using chitosan-loaded copper

The invention relates to a method for synthesizing a phosphoric acid mixed ester compound under the catalysis of chitosan-loaded copper. The preparation method comprises the following steps of: sequentially adding an azido phosphate compound, a chitosan-l

Substitution- and elimination-free phosphorylation of functionalized alcohols catalyzed by oxidomolybdenum tetrachloride

Among 14 oxidometallic species examined for catalytic phosphorylation of the tested alcohols, oxidomolybdenum tetrachloride (MoOCl4) was found to be the most efficient with a negligible background reaction mediated by triethylamine (Et3N). The new catalytic protocol can be applied to the chemoselective phosphorylations of primary, secondary and tertiary alcohols as well as the substitution-free phosphorylations of allylic, propargylic, and benzylic alcohols. Functionalized alcohols bearing acetonide, tetrahydropyranyl ether, tert-butyldimethylsilyl ether, or ester group are also amenable to the new catalytic protocol. The most difficult scenarios involve substitution-free phosphorylations of 1-phenylethanol and 1-(2-naphthyl)ethanol which can be effected in 95 and 90% yields, respectively. ESI-MS, IR, 1H, and 31P NMR spectroscopic analyses of the reaction progress suggest the intermediacy of an alkoxyoxidomolybdenum trichloride-triethylamine adduct such as [(RO)Mo(O)Cl3-Et3N] to be responsible for the catalytic turnover.

An improved method for Lewis acid catalyzed phosphoryl transfer with Ti(t-BuO)4

Several inorganic esters have been evaluated as phosphoryl transfer catalysts. Of these, Ti(t-BuO)4 was found to be the most effective catalyst giving excellent yields of the desired phosphate esters. The loading of the catalyst could be reduced to a little as 5 mol % for a majority of substrates with no loss in the yield of product. This methodology is significantly more versatile than using TiCl4 and is suitable for the phosphorylation of more complex carbohydrates and molecules of biological interest.

A simple and effective method for phosphoryl transfer using TiCl4 catalysis

(graph presented) A number of Lewis acids have been evaluated as catalysts for the phosphoryl transfer, the most efficient being TiCl4. Application of this methodology to the phosphorylation of a number of representative target alcohols is presented.

Autocleavage of O-isopropylidene protected O-phosphono- and O-thionophosphono esters of sugars

Phosphorylation of D-glucose, D-galactose, D-fructose, glycerol and xylitol acetals with diethoxy-or diphenoxy(thiono)phosphoryl chloride gave the corresponding esters. A novel method of partially and fully deprotecting these compounds, which we have call