16761-23-2

Upstream product

• 623-27-8 terephthalaldehyde, 
• 122-52-1 triethyl phosphite 
• 762-04-9 phosphonic acid diethyl ester 
• 762-04-9 Diethyl phosphonate 

Downstream Products

• 1236189-75-5 1-[(diethoxyphosphoryl)butyryloxymethyl]-4-[(diethoxyphosphoryl)hydroxymethyl]benzene 
• 263164-82-5 1,4-Bis[(diethoxyphosphoryl)fluoromethyl]benzene 
• 263164-85-8 1,4-Bis[(diethoxyphosphoryl)chloromethyl]benzene 

Relevant academic research and scientific papers

An efficient and green method to prepare bis-α-hydroxy phosphonates using triethylamine as catalyst

An efficient, convenient and environmentally friendly method for the synthesis of bis-α-hydroxy phosphonates via a perfectly atom economical Pudovik reaction is described. Using 5 mol% of triethylamine as a catalyst, a series of aromatic/heteroaromatic dialdehydes reacts with dialkyl phosphites to afford the corresponding bis-α-hydroxy phosphonates, particularly the bio-mass based ones, under solvent-free conditions or in a minimum amount of tetrahydrofuran at room temperature with moderate to excellent yields (52–95%).

Preparation method of bis-(alpha-hydroxyphosphate)

The invention relates to a preparation method of bis-(alpha-hydroxyphosphate). The method comprises: weighing a dialdehyde compound and diphosphite, uniformly mixing, adding a catalyst while stirring,and reacting at room temperature; and cleaning the obtained product with an organic solvent, or re-crystallizing to separate out the product, and carrying out vacuum drying to obtain the target product bis-(alpha-hydroxyphosphate), wherein the catalyst is preferably triethylamine and pyridine. According to the invention, the catalyst is cheap and easy to obtain, a metal complex catalyst is not used, toxic and corrosive HCl gas is prevented from being used, the amount of the solvent required by the reaction is small, and even no solvent is required.

Chemical and biocatalytical methods of determination of stereomeric composition of 1,4-di[(diethoxylphosphoryl)hydroxymethyl]benzene

Reaction of terephtalaldehyde with diethyl phosphite catalyzed by potassium fluoride and alumina has been intensively studied in the literature because of its stereoselective course which, despite of using non-chiral substrates, results in a predominant formation of one diastereoisomer. However, the absolute configuration of the formed 1,4-di[(diethoxyphosphoryl)hydroxymethyl]benzene remains to be undefined so far, because of its high symmetry and thus the failure of the methods commonly used in stereochemistry. Application of stereoselective biocatalysis appeared to be a successful way to help to determine stereomeric composition of this compound, which was resolved as RR/SS mixture. ARKAT-USA, Inc.

Hydrolysis-stable and polymerizable acrylphosphonic acids

Hydrolysis-stable and polymerizable acrylphosphonic acids are described which are particularly suitable as a component of dental adhesives owing to their adhesion-promoting properties.

The synthesis of novel bisphosphonates as inhibitors of phosphoglycerate kinase (3-PGK)

A series of conformationally-restrained analogues of 1,3-bisphospho-D-glyceric acid (1,3-BPG) 1 has been synthesised for use as inhibitors of 3-PGK (E.C. 2.7.2.3). These compounds have non-scissile phosphonate linkages and also incorporate α-halogen substituents to make them isopolar and isosteric mimics of the natural substrate. A monocyclic aryl core between the two phosphoryl centres provides both a rigid framework linking these moieties and loci for further substitution. The compounds were tested against human 3-PGK and found to be good competitive inhibitors. α-Fluorination of the phosphonic acids increased the affinity for the enzyme into the submicromolar range. Correlation of IC50 data with pKa. and pKa, values indicates that the acidity of the phosphoryl group exerts a strong influence on protein binding. The Royal Society of Chemistry 2000.

HYDROXY AND/OR CARBOXY SUBSTITUTED PHOSPHONIC AND BISPHOSPHONIC ACIDS USABLE AS CORROSION AND SCALE INHIBITORS

2-Dihydroxyphosphonyl-2-hydroxy-propionic acid (DHHPA), 1,4-bisbenzene (BDHB) and 2,3-bis(dihydroxyphosphonyl)-1,4-butanedioic acid (BDBA) were synthesized by acid catalyzed hydrolysis of the corresponding substituted p