6329-47-1

Upstream product

• 96-36-6 methyl phosphite 
• 89-98-5 2-chloro-benzaldehyde 
• 36198-87-5 dimethyl trimethylsilyl phosphite 
• 868-85-9 Dimethyl phosphite 

Downstream Products

• 1146599-26-9 O,O-dimethyl 1-[(6-chloropyridin-3-yl)methyl]-5-methyl-1H-1,2,3-triazol-4-ylcarbonyloxy-(2-chlorophenyl)methyl-phosphonate 
• 1246091-29-1 O,O-dimethyl-1-(4-chloro-3-fluorophenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-33-7 O,O-dimethyl-1-(4-methoxyphenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-28-0 O,O-dimethyl-1-(3,4-dichlorophenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-34-8 O,O-dimethyl-1-(3-methoxyphenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-30-4 O,O-dimethyl-1-(4-cyanophenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-37-1 O,O-dimethyl-1-(4-ethylphenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1246091-36-0 O,O-dimethyl-1-(4-isopropylphenoxyacetoxy)-1-(2-chlorophenyl)methylphosphonate 
• 1614827-38-1 O,O-dimethyl 1-((4,6-dichloropyrimidin-2-yl)carbamyloxy)-1-(2-chlorophenyl)methylphosphonate 
• 1352612-25-9 (2-chlorophenyl)(dimethoxyphosphoryl)methyl cinnamate 
• 1207757-79-6 O,O-dimethyl-2,6-pyridinyldi(formyloxy-2-chlorobenzylphosphonate) 
• 254888-93-2 C₂₁H₂₈Cl₃O₆PSi₂ 
• 667462-15-9 chloro-acetic acid (2-chloro-phenyl)-(dimethoxy-phosphoryl)-methyl ester 
• 254888-84-1 (2,4-dichloro-phenoxy)-acetic acid (2-chloro-phenyl)-(dimethoxy-phosphoryl)-methyl ester 

Relevant academic research and scientific papers

An efficient and simple strategy toward the synthesis of highly functionalized compounds

The expedient syntheses of small libraries of ((β-ethoxycarbonyl, -cyano and -acetyl)propyloxy) methylphosphonate scaffolds bearing olefin, sulfanyl, or amine functions are described. All these new derivatives are readily produced from easily available starting reagents (aldehydes, electron-poor olefins, and dialkylphosphites) following a three steps reaction sequence of condensations, SN2′-type reaction and a conjugated thia- or aza-Michael 1,4-addition with aromatic and aliphatic thiol or amine nucleophiles.

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.

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.

Synthesis and biological activities of O, O-dialkyl 1-((4,6- Dichloropyrimidin-2-yl)carbamyloxy) alkylphosphonates

(Equation present) A series of new 1-((4,6-dichloropyrimidin-2-yl) carbamyloxy) alkylphosphonates were designed and synthesized. The structures of all the title compounds were confirmed by IR, 1H-NMR, 31P-NMR and elemental analysis. The results of the bioassay showed that all of title compounds exhibited weak herbicidal activities against monocotyledons and dicotyledons; however, some of them showed potential plant growth regulatory activities. 2014 Copyright Taylor & Francis Group, LLC.

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

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 and herbicidal activity of O,O-dimethyl-(3-phenacryloyloxy) alkyl phosphonates

In an attempt to discover novel compounds with high biological activity and low toxicity, a series of new O,O-dimethyl-(3-phenacryloyloxy) alkyl phosphonates 4a-m have been designed and synthesized by the reaction of 3-phenacryloyl chloride with α-hydroxyalkyl phosphonate. All new compounds were characterized by elemental analysis, IR, and 1H NMR spectroscopy as well as by mass spectrometry. The results of preliminary bioassay indicate that some of the target compounds have excellent inhibitory activities on Triticum aestivum (wheat) and Brassica napus L. (rape). Copyright Taylor and Francis Group, LLC.

MgCl2/Et3N base system as a new catalyst for the synthesis of α-hydroxyphosphonate

An efficient and simple synthesis of α-hydroxyphosphonates via reaction of aldehydes and ketones with dimethylphosphite in the presence of MgCl2/Et3N base system is reported. The use of readily available and easy to handle reagent MgCl2/Et3N makes this method simple, convenient, and practical. Copyright

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

Synthesis and biological activity of O,O-Dimethyl-2,6-Pyridinyl diformyloxy alkyl phosphonates

In an attempt to discover novel compounds with high activity and low toxicity, a series of new O,O-dimethyl-2,6-pyridinyl diformyloxy alkyl phosphonates 4a-4p has been designed and synthesized by the reaction of 2,6-pyridinyl diformyloxy chloride with α-hydroxyalkyl phosphonate. The structures of all new compounds were characterized by elementary analysis, IR, 1H NMR, and MS spectroscopies. The results of a preliminary bioassay indicate that some of the target compounds have obviously promotive action for plant growth against the stalk of barnyard grass.