183240-18-8

Usage

Uses

Used in Pharmaceutical Industry:
Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester is used as a precursor for the synthesis of pharmaceuticals. It serves as a key building block in the development of new drugs, contributing to the creation of novel therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester is employed as a starting material for the production of agrochemicals. Its role in the synthesis of these compounds aids in the development of effective crop protection products.
Used in Organic Synthesis:
Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester is used as a building block in organic synthesis. Its presence in the molecular structure allows for the creation of a wide range of organic compounds, expanding the possibilities for chemical research and development.
Used in Chemical Reactions:
As a reagent, Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester is utilized in various chemical reactions. Its participation in these processes enables the synthesis of complex molecules and the exploration of new chemical pathways.
Used in Material Science:
Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester has potential applications in the field of material science. Its unique properties may contribute to the development of new materials with specific characteristics, such as improved strength or enhanced reactivity.
Used in Coordination Chemistry:
In coordination chemistry, Phosphonic acid, [(4-fluorophenyl)hydroxymethyl]-, dimethyl ester is used as a ligand. Its ability to form stable complexes with metal ions makes it a valuable component in the design of coordination compounds with potential applications in catalysis, sensing, and other areas.

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 868-85-9 Dimethyl phosphite 
• 403-43-0 4-fluorobenzoyl chloride 
• 89198-46-9 dimethyl 4-fluorobenzoylphosphonate 
• 36198-87-5 dimethyl trimethylsilyl phosphite 
• 96-36-6 methyl phosphite 

Downstream Products

• 694489-34-4 (2,4-dichloro-phenoxy)-acetic acid (dimethoxy-phosphoryl)-(4-fluoro-phenyl)-methyl ester 
• 904702-86-9 C₁₈H₁₈ClF₂O₆P 
• 947295-85-4 C₁₈H₁₉F₂O₆P 
• 1208065-68-2 dimethyl [(4-fluorophenyl)(6-oxo-6λ5-dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl)ethyl]phosphonate 
• 1332458-75-9 (dimethoxyphosphoryl)(4-fluorophenyl)methyl 2-(4,6-dimethoxypyrimidin-2-yloxy)benzoate 
• 366-68-7 4,4'-difluorodeoxybenzoin 
• 1393669-65-2 5-(4-fluorophenyl)-4-(3,4,5-trimethoxyphenyl)isoxazole 

Relevant academic research and scientific papers

Synthesis and anticancer cytotoxicity with structural context of an α-hydroxyphosphonate based compound library derived from substituted benzaldehydes

We synthesized substituted benzaldehyde derived α-hydroxyphosphonates (αOHP), α-hydroxyphosphonic acids (αOHPA) and α-phosphinoyloxyphosphonates (αOPP) and characterized their cytotoxicity against a panel of cancer cell lines. A library containing 56 analogues was screened against Mes-Sa parental and Mes-Sa/Dx5 multidrug resistant uterine sarcoma cell lines, using a fluorescence-based cytotoxicity assay. The cytotoxicity screening revealed that dibenzyl-αOHPs and dimethyl-α-diphenyl-OPPs were the most active clusters, which encouraged us to synthesize further dibenzyl-α-diphenyl-OPP derivatives that elicited pronounced cell killing. Further structure-activity relationships showed the relevance of hydrophobicity and the position of substituents on the main benzene ring as determinants of toxicity. The most active analogs proved to be equally, or even more toxic to the multidrug resistant (MDR) cell line Mes-Sa/Dx5, suggesting these compounds may overcome P-glycoprotein mediated multidrug resistance by evading the drug transporter.

Biocatalytic Promiscuity of Lipases in Carbon-Phosphorus Bond Formation

A promiscuous lipase-catalyzed carbon-phosphorus bond formation is presented. The developed enzymatic Pudovik-Abramov reaction of various aromatic and aliphatic aldehydes with dialkyl phosphonates provides biologically and pharmacologically relevant α-hyd

Hydrophosphonylation of aldehydes catalyzed by cyclopentadienyl ruthenium(II) complexes

This work reports the first method for the synthesis of α-hydroxyphosphonates from aldehydes catalyzed by cyclopentadienyl ruthenium(II) complexes. The best results were obtained using the system HP(O)(OEt)2/[RuClCp(PPh3)2

Synthesis and insecticidal activities of O,O-dialkyl-2-[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbonyloxy] (aryl) methylphosphonates

A series of novel O,O-Dialkyl-2-[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carbonyloxy](aryl) methy-lphosphonates I-1–14 were designed and synthesized. The structures of all the title compounds were confirmed by 1H-NMR, 13C-NMR, 31P-NMR, IR and elemental analysis. Their insecticidal activities against Mythimna separata and Plutella xylostella were evaluated. The results of bioassays indicated that the title compounds exhibited 20–80% larvicidal activity against Mythimna separata at 1000?mg/L.

N-heterocyclic carbenes catalyzed phospho-aldol reaction of aldehydes

An efficient phospho-aldol reaction of aldehydes catalyzed by N-heterocyclic carbenes (NHCs) has been developed. With 10 mol% stable NHC 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene, various aldehydes reacted with dialkylphosphites smoothly to provide α-hydroxy phosphonates in 59% -99% yield. In this process, NHC was assumed to function as a carbon-centered bronsted base. Copyright

Synthesis, characterization and catalytic properties of magnetic nanoparticle supported guanidine in base catalyzed synthesis of α-hydroxyphosphonates and α-acetoxyphosphonates

Magnetic nanoparticle Fe3O4-immobilized guanidine (MNPs-Guanidine) as a novel magnetically interphase nanocatalyst was synthesized and characterized. MNPs-Guanidine catalyzed the synthesis of α-hydroxyphosphonates from aldehydes and

Exploration of the SAR of anti-invasive chalcones: Synthesis and biological evaluation of conformationally restricted analogues

In order to get a clearer view on the active geometry of anti-invasive chalcones, we have prepared a number of isoxazoles and related substances as conformationally restrained mimics of 1,3-diarylpropenones, and also of (Z)-stilbenes. In vitro anti-invasi

N-heterocyclic carbene catalyzed hydrophosphonylation of aldehydes

N-Heterocyclic carbene catalyzed Pudovik-type reaction of dimethyl trimethylsilyl phosphite and aldehydes for the construction of carbon-phosphorus bonds have been developed, providing -hydroxyphosphonates in moderate to excellent yield. Georg Thieme Verl

Reactions of acyl phosphonates with organoaluminum reagents: A new method for the synthesis of secondary and tertiary α-hydroxy phosphonates

The reactions of organoaluminum reagents (trimethylaluminum, triethylaluminum, etc.) with aryl and alkyl acyl phosphonates, which lead to the formation of α-hydroxy phosphonates in moderate to good yields, are reported. This method provides easy access to

Synthesis and herbicidal activity of novel dialkoxyphosphoryl aryl methyl 2-(4,6-dimethoxypyrimidin-2-yloxy) benzoate derivatives

A series of dialkoxyphosphoryl aryl methyl 2-(4,6-dimethoxy-pyrimidin-2- yloxy) benzoate derivatives was designed and synthesized. All new compounds were identified by elemental analysis, infrared (IR), 1H-NMR, and mass spectrometry (MS). Their herbicidal