10255-99-9

Upstream product

• 504-64-3 carbon suboxide 
• 100-46-9 benzylamine 
• 105-34-0 methyl 2-cyanoacetate 
• 105-53-3 diethyl malonate 
• 107-91-5 cyanoacetic acid amide 
• 50350-40-8 N-benzyl-N'-(2-thiazolyl)-N'-ethylmalonamide 
• 15781-70-1 malonic acid bis-(2,4,6-trichloro-phenyl) ester 
• 504-63-2 trimethyleneglycol 
• 141-82-2 malonic acid 
• 1663-67-8 malonoyl dichloride 
• 108-59-8 malonic acid dimethyl ester 
• 512187-40-5 dibromomalonic acid N,N'-dibenzylamide 
• 64-19-7 acetic acid 
• 333309-96-9 N,N'-dibenzyl-2-bromo-malonamide 

Downstream Products

• 333309-96-9 N,N'-dibenzyl-2-bromo-malonamide 
• 512187-40-5 dibromomalonic acid N,N'-dibenzylamide 
• 13102-40-4 1.1.3.3-Propantetracarbonsaeure-tetra-(N-benzyl)amid 
• 62061-92-1 1-benzyl-6-(6-hydroxy-4,7-dimethoxy-benzofuran-5-yl)-2-oxo-4-phenyl-1,2,3,4-tetrahydro-pyridine-3-carboxylic acid benzylamide 
• 59709-18-1 N,N'-Dibenzyl-2,2-bis-(2-cyano-ethyl)-malonamide 
• 134568-10-8 3-Hydroxy-4-(N-benzylcarbamoyl)-5-(N-benzylimino)-2(5H)-furanon 
• 75435-33-5 [1,2,4,5]Tetrathiane-3,3,6,6-tetracarboxylic acid tetrakis-benzylamide 
• 182918-12-3 1-Benzyl-4-hydroxy-2,5-dioxo-2,5-dihydro-1H-pyrrole-3-carboxylic acid benzylamide 

Relevant academic research and scientific papers

Copper(I)-catalyzed N-arylation of N1,N3- dibenzylmalonamide and N1,N3-dibutylmalonamide followed by cleavage of the malonyl group with aryl halides under ligand-free conditions

We primarily developed a practical and convenient protocol to synthesize of aromatic amines based on CuI-catalyzed N-arylation of N1,N 3-dibenzylmalonamide and N1,N3- dibutylmalonamide followed by cleavage of the malonyl group with aryl halides under ligand-free conditions giving good yields.

Atom-economic amide synthesis by using an iron-substituted polyoxometalate catalyst

We report an efficient and economical amidation strategy by using a polyoxometalate-based iron catalyst that affords the corresponding amide products in good yields. All of the aliphatic, aromatic and heterocyclic substrates are produced in high yields without additional base or organic ligands. Most importantly, the first example of heterogeneous iron(iii)-catalyzed formation of the diamides is developed.

Highly Enantioselective Synthesis of Functionalized Glutarimide Using Oxidative N-Heterocyclic Carbene Catalysis: A Formal Synthesis of (?)-Paroxetine

A simple yet highly effective approach toward enantioselective synthesis of trans-3,4-disubstituted glutarimides from readily available starting materials is developed using oxidative N-heterocyclic carbene catalysis. The catalytic reaction involves a formal [3 + 3] annulation between enals and substituted malonamides enabling the production of glutarimide derivatives in a single chemical operation via concomitant formation of C-C and C-N bonds. The reaction offers easy access to a broad range of functionalized glutarimides with excellent enantioselectivity and good yield. Synthetic application of the method is demonstrated via formal synthesis of (?)-paroxetine and other bioactive molecules.

Palladium-catalyzed asymmetric haloiminolactonization of D-allylmalonamides

A catalyst composed of 10 mol% of Pd(OAc)2 and (R,R)-PhBox was proven to be effective in the asymmetric haloiminolactonization of D-allylmalonamides with N-halosuccinimides, giving the dihalogenated cyclic products with good diastereomeric ratio (up to 89/11) and enantiomeric excess (up to 72% ee).

Copper malonamide complexes and their use in azide-alkyne cycloaddition reactions

We report a rare example of the malonamide functionality being used as a ligand in copper catalysis. We have ligated a homologous series of these O,O-chelating architectures to copper, investigated their structure and exploited them in azide-alkyne cycloa

Ligand-based modelling followed by synthetic exploration unveil novel glycogen phosphorylase inhibitory leads

Glycogen phosphorylase (GP) is a valid anti-diabetic target. Accordingly, we applied a drug discovery workflow to unveil novel inhibitory GP leads via combining pharmacophore modeling, QSAR analysis and in silico screening, followed by synthetic exploration of active hits. Virtual screening identified six low micromolar inhibitory leads from the National Cancer Institute (NCI) list of compounds. The most potent hits exhibited anti-GP IC50 values of 3.2 and 4.1 μM. Synthetic exploration of hit 59 (IC50 = 4.1 μM) yielded 25 lead inhibitors with the best illustrating IC50 of 3.0 μM. Interestingly, we prepared several novel mixed oxalyl amide anti-GP leads employing new chemical reaction involving succinic acid-based adducts.

Catalyzed dehydrogenative coupling of primary alcohols with water, methanol, or amines

A working partnership: Metal-ligand cooperativity is responsible for the high activity of the rhodium amido complex 1 in the dehydrogenative coupling of primary alcohols with water, methanol, or amines, including ammonia (see scheme), to give carboxylic acids, methyl carboxylates, or amides, respectively. The catalysis proceeds under mild reaction conditions in the presence of a recyclable hydrogen acceptor A. The multistep mechanism was elucidated by computational methods. (Chemical Equation Presented)

Novel Lactosamine Derivatives

The present invention provides novel lactosamine derivatives and related methods suitable for the preparation, including large-scale production, of N-acetyllactosamine, lactosamine, numerous lactosamine salts and a number of lactosamine-containing oligosa

NOVEL LACTOSAMINE DERIVATIVES

The present invention provides novel lactosamine derivatives and related methods suitable for the preparation, including large-scale production, of N-acetyllactosamine, lactosamine, numerous lactosamine salts and a number of lactosamine-containing oligosa

Studies of Amine-Induced Ring Opening of Some Mesoionic Xanthines

The ring-opening reactions of seven mesoionic thiazolopyrimidine-5,7-diones by a series of primary and secondary amines have been investigated.The rates of the ring fission of five N(8)-substituted mesoionic xanthines with benzylamine were measured and found to follow second order kinetics.The Hammett relationship is followed with ρ value of +0.48 in p-dioxane as solvent.The dependence of rates on temperatures has been studied for the N(8)-ethyl derivative; the energy of activation (ΔE*) is 25.3 kcals mol-1, the enthalpy of activation (ΔH*) is 24.7 kcals mo l -1 and the entropy of activation (ΔS*) is -4.9 e.u.A slight increase in rate of reaction was observed when the solvent was changed from p-dioxane to dimethyl sulfoxide.In p-dioxane at constant mesoionic xanthine concentration, the rate constant for ring opening decreased with increasing benzylamine concentration.These results are consistent with a bimolecular nucleophilic mechanism proceeding by the rate-determining formation of a charged tetrahedral transition state.