4972-40-1

Usage

Uses

Used in Pharmaceutical Industry:
Diethyl (piperidin-1-ylmethyl)phosphonate is used as an intermediate in the synthesis of various pharmaceuticals for its ability to inhibit acetylcholinesterase, potentially aiding in the development of treatments for neurological disorders such as Alzheimer's disease.
Used in Pesticide Industry:
In the agricultural sector, diethyl (piperidin-1-ylmethyl)phosphonate is used as an active ingredient in pesticides, leveraging its acetylcholinesterase-inhibiting properties to control pests by disrupting their nervous systems.
Used in Organic Chemistry Research:
Diethyl (piperidin-1-ylmethyl)phosphonate serves as a valuable intermediate in organic chemistry for the synthesis of a range of organic compounds, contributing to the advancement of chemical research and development.

Upstream product

• 110-89-4 piperidine 
• 50-00-0 formaldehyd 
• 762-04-9 phosphonic acid diethyl ester 
• 626-67-5 N-methylcyclohexylamine 
• 75-09-2 dichloromethane 

Relevant academic research and scientific papers

Catalyst-Free and Selective C-N Bond Functionalization: Stereospecific Three-Component Coupling of Amines, Dichloromethane, and >P(O)H Species Affording α-Aminophosphorus Compounds

Catalyst-free and selective C-N bond functionalization has been achieved through three-component coupling of amines, dihalomethane, and >P(O)H species. This reaction takes place stereospecifically with retention of configuration at phosphorus, which can produce various new optically active phosphorus analogues of α-amino acids.

Efficient synthesis of phosphono- and phosphinoxidomethylated N-heterocycles under solvent-free microwave conditions

Simple N-heterocycles were converted to N-phosphono- and phosphinoxidomethyl derivatives by a solvent-free microwave-assisted condensation of the heterocycle, paraformaldehyde, and diethylphosphite or diphenylphosphine oxide in a convenient and, in most cases, efficient way. In contrast to an earlier report, imidazole proved to be unreactive in this type of phospha-Mannich reaction. Copyright Taylor & Francis Group, LLC.

Synthesis and acid-base properties of α-aminophosphoryl compounds

α-Aminophosphoryl compounds of the phosphonate, phosphine oxide, and α,ω-bis(phosphine oxide) series and some of their thiophosphoryl analogs were synthesized. Potentiometric measurements of the pKa of the conjugate acids revealed an insignificant effect of variation of substituents on the phosphorus, nitrogen, and α-carbon atoms on the basicity of the phosphorylated amines. The latter are weak bases. Organophosphorus groups decrease the basicity of the amines by almost 5 pK a units. The role of the hydrophobic effect and intramolecular H-bonding in the obtained substances was discussed.

Participation of Phosphonate Neighbour Groups with Dehydrogenations of Amines

Aminophosphonates 1-5 are dehydrogenated with mercury EDTA to the corresponding lactams 6-9 and suprisingly to the formamide derivative 10.The different rate of ester hydrolysis of these acylamine compounds, the steric requirements and the reaction mechanisms are discussed. - Keywords: Aminomethanephosphonate, Mercury EDTA Dehydrogenation, Lactam, Formamide, Aminoalkylation