18700-01-1

Upstream product

• 77-78-1 dimethyl sulfate 
• 5707-11-9 r-2,c-6-diphenyl-t-3,t-5-dimethylpiperidin-4-one 
• 74-88-4 methyl iodide 
• 96-22-0 pentan-3-one 
• 100-52-7 benzaldehyde 
• 37418-39-6 1,3,5-trimethyl-2,6-diphenylpiperidin-4-one oxime 
• 1201804-41-2 3e,5e-dimethyl-2e,6e-diphenyl-4-piperidone 
• 74-89-5 methylamine 
• 5707-11-9 3,5-dimethyl-2,6-diphenylpiperidin-4-one 
• 74-86-2 acetylene 
• 43051-68-9 t-2,t-6-diphenyl-c-3,c-5,N-trimethylpiperidin-r-4-ol 
• 43051-69-0 c-2,c-6-diphenyl-t-3,t-5,N-trimethylpiperidin-r-4-ol 
• 87961-23-7 C₂₀H₂₄⁽²⁾HNO 
• 87961-23-7 C₂₀H₂₄⁽²⁾HNO 

Downstream Products

• 20547-23-3 1,3c,5c-trimethyl-2t,4,6t-triphenyl-piperidin-4r-ol 
• 95-14-7 1,2,3-Benzotriazole 
• 37418-39-6 1,3,5-trimethyl-2,6-diphenylpiperidin-4-one oxime 
• 43051-69-0 c-2,c-6-diphenyl-t-3,t-5,N-trimethylpiperidin-r-4-ol 
• 43051-68-9 t-2,t-6-diphenyl-c-3,c-5,N-trimethylpiperidin-r-4-ol 
• 37418-39-6 (2R,3S,5R,6S)-1,3,5-Trimethyl-2,6-diphenyl-piperidin-4-one oxime 
• 87961-27-1 C₂₀H₂₄⁽²⁾HNO 
• 87961-23-7 C₂₀H₂₄⁽²⁾HNO 

Relevant academic research and scientific papers

Oxidative deoximation of N-methyl-2,6-diphenyl piperidin-4-one oxime and its 3-alkyl derivatives by acid dichromate

Kinetics of oxidation of N-methyl-2,6-diphenyl piperidin-4-one and its 3-alkyl substituted derivatives by acid dichromate has been studied in aqueous acetic acid medium. The oxidation is first order with respect to [oxidant] and [substrate]. The reactions are acid catalyzed. Ionic strength has no appreciable effect on the reaction rate. The reaction rate decreases with decrease in the dielectric strength of the medium indicating a polar mechanism. The reactions followed at four different temperatures and the activation parameters computed. Based on the results obtained a suitable mechanism is proposed. The reactivity sequence is found to be 1,3,5-trimethyl PPO > 1-methyl PPO > 1,3-dimethyl PPO > 1-methyl-3-ethyl PPO > 1-methyl-3-isopropyl PPO.

Environmentally benign one-pot synthesis and antimicrobial activity of 1-methyl-2,6-diarylpiperidin-4-ones

An efficient and environmentally benign one-pot method for the synthesis of 1-methyl-2,6- diarylpiperidin-4-ones using montmorillonite K-10 as a catalyst has been developed. Antimicrobial activity of the compounds has been tested against selected represen

A piperidinium triflate catalyzed Biginelli reaction

A piperidinium triflate, 1,1,3,5-tetramethyl-4-oxo-2,6-diphenylpiperidinium triflate, in acetonitrile efficiently catalyzes one synthetic operational construction of biopertinent hydropyrimidines from respective aldehyde, β-dicarbonyl, and urea/thiourea building blocks.

Synthesis, stereochemistry, and?antimicrobial evaluation of?substituted piperidin-4-one?oxime ethers

In a wide search program toward new and efficient antimicrobial agents, a series of substituted piperidin-4-one oxime ethers (5a-5k) was synthesized and tested for their in vitro antibacterial and antifungal activities. Also, the structures of these oxime ethers and their relative stereochemistries have been investigated by nuclear magnetic resonance spectroscopy. In all the oxime ethers synthesized, the orientation of the N-O bond of the oxime ether moiety syn to C-5 (E-isomer) was deduced based on 1H NMR and 13C NMR spectra. It was found that the sterically less hindered compounds, either C-3 (H) and C-5 (H)- or C-3 (Me) and C-5 (H) -substituted ones 5a, 5c, 5d, 5f, 5g, 5i and 5j prefer chair conformation, whereas the sterically more hindered C-3 (Me) and C-5 (Me) -substituted ones 5b, 5e, 5h, and 5k prefer twist-boat conformation. Among the oxime ethers tested, 1,3,5-trimethyl-2,6-diphenylpiperidin-4-one O-(2-chlorophenylmethyl)oxime (5h) exhibited good antibacterial property against Bacillus subtilis, with minimum inhibitory concentration (MIC) closer to that of reference drug, streptomycin. Compounds, 1,3-dimethyl-2,6-diphenylpiperidin-4-one O-(2-chlorophenylmethyl)oxime (5g) and 1,3-dimethyl-2,6-diphenylpiperidin-4-one O-(2-bromophenylmethyl)oxime (5j) showed potent antifungal activity against Aspergillus flavus and Candida-51, respectively. The later compound 5j is more active than the reference drug while the activity of the former one 5g is similar to that of the reference drug, amphotericin B in terms of MIC. The present results may be used as key steps for the construction of novel chemical entities with better pharmacological profiles than standard drugs.

Heterocyclization of oximes of 3,5-dimethyl(1,3,5-trimethyl)-2,6- diphenylpiperid-4-ones and N-benzylpyrrolid-3-ones with acetylene in a superbasic medium

It has been established that on heterocyclization of 3,5-dimethyl-2,6- diphenylpiperid-4-one oxime with acetylene in a superbasic medium migration of the 3a-CH3 group to the anionic nitrogen atom occurs, leading to the formation of 5,7-dimethyl-4,6-diphenyl-4,5,6,7-tetrahydropyrrolo[3,2-c]pyridine. The formation of the N-anion causes aromatization of the tetrahydropyridine ring. Tetrahydropyrrolo-[1,2-c]pyrimidines are formed in the Trofimov reaction as a result of decomposition of the intermediate 3H-pyrrole in a retro-Mannich reaction.

Kinetics of oxidation of heterocyclic secondary alcohols by N-chloro-r-2,c-6-diphenyl-t-3 methyl piperidin-4-one (NCP) in perchloric acid medium

An investigation of the kinetics of oxidation of epimeric piperidin-4-ols, oxan-4-ols, and cyclohexanol by N-chloro-r-2, c-6-diphenyl-t-3-methylpiperidin-4-one (NCP) in aqueous acetic acid in the presence of perchloric acid shows that the reaction is first-order each in substrate and oxidant. Both H3O+ and Cl- which catalyze the reaction, exhibit a fractional order kinetics. While increase in ionic strength increases the rate slightly, an inverse dependence is observed between rate and solvent polarity. Addition of r-2-c-6-diphenyl-t-3-methylpiperidin-4-one, one of the reaction products, did not influence the rate. Also, no kinetic isotope effect has been observed. A plausible mechanism consistent with these observations is proposed and the relative reactivities of the substrates are explained on conformational grounds.

Unsymmetrical Distortion in Piperidine Ring: Evidence from Rates of N-Methylation of Piperidines and Piperidin-4-ones

The rates of N-methylation of several 2,6-diphenylpiperidin-4-ones (1a-e) and the corresponding piperidines (2a-e) with methyl iodide under second order conditions, show that a large distortion occurs at the site of methylation, i.e. the nitrogen atom as substituents at C-3 and C-5 are changed from H to alkyl groups.The greatest distortion is observed in the case of 3,3-dimethyl derivatives which react about 3 to 5 times faster than the 3-methyl derivatives which show the lowest rate constants among the series studied.Thus an axial 3-methyl substituent enhances the rate of N-methylation indicating unsymmetrical distortion in the ring with possible flattening around C(2)-N-C(6) atoms.

Oxidation of Substituted 1-Hetera-4-cyclohexanols by N-Bromsuccinimide

The rates of NBS oxidation of some substituted 1-hetera-4-cyclohexanols have been measured at 50 deg in 80percent acetic acid-20percent water (v/v).The primary kinetic isotope effect is suggestive of the involvement of C-H or C-D bond of the hydroxy beari

Kinetics and Mechanism of the Oxidation of Some Heterocyclic Secondary Alcohols by N-Bromoacetamide in Acid Medium

The kinetics of oxidation of 12 epimeric pairs of 1-hetera-2,6-diphenylcyclohexan-4-ols by N-bromoacetamide in the presence of perchloric acid in aqueous acid have been investigated.The oxidation is first-order in both oxidant and substrate and of minus-one-order in acetamide (an intermediate in the reaction) at constant acid concentration.The order with respect to H3O+ is observed to be unity at constant ionic strength in perchloric acid.Based on the observed deuterium kinetic isotope effect in the case of the epimeric pairs, 2,6-diphenyl-3,N-dimethylpiperidin-4-ols and 2,6-diphenyl-3-ethyl-N-methylpiperidin-4-ols, a mechanism involving the participation of an O-H bond in the rate-limiting step is proposed.The reactivities of various 1-heteracyclohexan-4-ols towards oxidation have been rationalised on the basis of conformational differences.The effect of solvent polarity on the rate has been studied.Activation parameters have also been evaluated.

Stereochemical Effects in Oxidation of Some Substituted 1-Hetera-4-cyclohexanols by Bromine

The rates of bromine oxidation of a number of substituted 1-hetera-4-cyclohexanols in acetic acid-water (80:20, percentv/v) have been measured at 50 deg C and the differences in reaction rates are rationalised based on the substituent and conformational e