55790-16-4

Usage

InChI:InChI=1/C13H15NO6/c1-19-12(15)11(13(16)20-2)10(8-14(17)18)9-6-4-3-5-7-9/h3-7,10-11H,8H2,1-2H3

Upstream product

• 102-96-5 (2-nitroethenyl)benzene 
• 18424-76-5 dimethyl malonate sodium salt 
• 6626-84-2 dimethyl 2-benzylidenepropanedioate 
• 67-56-1 methanol 
• 5153-67-3 nitrostyrene 
• 108-59-8 malonic acid dimethyl ester 
• 75-52-5 nitromethane 
• 100-52-7 benzaldehyde 
• 28868-76-0 2-chlorodimethylmalonate 
• 105-53-3 diethyl malonate 

Downstream Products

• 4674-93-5 bromo-(2-nitro-1-phenyl-ethyl)-malonic acid dimethyl ester 
• 635-51-8 2-phenylsuccinic acid 
• 947381-33-1 methyl 3-phenylindolizine-1-carboxylate 
• 1198-97-6 4-phenylpyrrolidin-2-one 
• 55790-17-5 3-methoxycarbonyl-4-phenyl-2-pyrrolidone 
• 77519-55-2 2-oxo-4-phenylpyrrolidine-3-carboxylic acid 
• 71657-88-0 (4R)-4-phenyl-2-pyrrolidone 
• 62624-45-7 (S)-4-phenyl-1-tosylpyrrolidin-2-one 

Relevant academic research and scientific papers

Stereoselective, nitro-Mannich/lactamisation cascades for the direct synthesis of heavily decorated 5-nitropiperidin-2-ones and related heterocycles

A versatile nitro-Mannich/lactamisation cascade for the direct stereoselective synthesis of heavily decorated 5-nitropiperidin-2-ones and related heterocycles has been developed. A highly enantioenriched substituted 5-nitropiperidin-2-one was synthesised in a four component one-pot reaction combining an enantioselective organocatalytic Michael addition with the diastereoselective nitro- Mannich/lactamisation cascade. Protodenitration and chemoselective reductive manipulation of the heterocycles was used to install contiguous and fully substituted stereocentres in the synthesis of substituted piperidines.

Enantioselective Michael addition of malonate esters to nitroolefins organocatalyzed by diaryl-2-pyrrolidinemethanols

Bis-(3,5-dimethylphenyl)((S)-pyrrolidin-2-yl)methanol, easily prepared from l-proline, was found to be an efficient bifunctional organocatalyst, amongst the different 2-pyrrolidinemethanols tested, for the enantioselective Michael addition of malonate est

Asymmetric synthesis of 3-prenyl-substituted pyrrolidin-2-ones

Pharmacology-relevant compounds bearing structural fragments of racetam nootropics, wound-healing acyclic isoprenoids and neurotropic GABA analogues, were enantioselectively (up to 94% ee) synthesized from available and inexpensive precursors.

Silylation of γ,γ-bis(alkoxycarbonyl)-substituted aliphatic nitro compounds: Synthesis of N,N-bis(trimethylsilyloxy)aminocyclopropanes

Silylation of γ,γ-bis(alkyloxycarbonyl)-β-aryl- and γ,γ-bis(alkyloxycarbonyl)-β-alkyl-substituted aliphatic nitro compounds proceeds stereoselectively to give the corresponding N,N-bis(trimethylsilyloxy)aminocyclopropanes in high yields. These compounds c

Application of pentacoordinated spirophosphorane as a new organocatalyst for the Michael addition reaction

Pentacoordinated spirophosphorane as a simple, effective and novel organocatalyst for the Michael addition reaction has been investigated. The bisaminoacyl spirophosphorane that possessed a thiourea-like moiety and an amine group was applied to the Michae

Mimicking Enzymes: Asymmetric Induction inside a Carbamate-Based Steroidal Cleft

Cholic acid has been elaborated into a carbamate-based tripodal architecture, which is able to promote an asymmetric organic transformation inside its chiral cavity. The nature of this steroidal catalyst has been disclosed by quantum-chemical calculations. It comprises the preorganization and confinement of the reagents within the cavity of the steroid to form a supramolecular complex held together by means of cooperative H-bond contacts. This operational mode resembles that of some enzymes.

Excited-state hydroxide ion release from a series of acridinol photobases

The excited-state heterolysis of acridinol-based derivatives leads to the release of the OH-ion and the formation of the corresponding acridinium cations. To evaluate the parameters that control the reaction barriers, the kinetics of excited-state OH-release from a series of acridinol photobases were studied using transient absorption spectroscopy. The rate constants were obtained in three solvents (methanol, butanol, and isobutanol), and the data were modeled using Marcus theory. The intrinsic reorganization energies obtained from these fits were found to correlate well with the solvent reorganization energies calculated using dielectric continuum model, suggesting that the excited-state OH-release occurs along the solvent reaction coordinate. Furthermore, the ability of acridinol photobases to photoinitiate chemical reactions was demonstrated using the Michael reaction between dimethylmalonate and nitrostyrene.

Selective One-Pot Two-Step C?C Bond Formation using Metal–Organic Frameworks with Mild Basicity as Heterogeneous Catalysts

Copper-ion-exchanged nickel pyrazolate frameworks behave as selective heterogeneous catalysts for the one-pot, two-step (Henry reaction/Michael type addition) synthesis of neuroactive pharmaceutical intermediates starting from nitromethane and benzaldehyde. Tuning the basicity of multifunctional metal–organic framework catalysts through ion exchange with copper(II) cations allows the tandem C?C bond-forming process to be selectively directed towards the desired pharmaceutical intermediate.

A thiourea-functionalized metal-organic macrocycle for the catalysis of Michael additions and prominent size-selective effect

A discrete tetranuclear thiourea-based metal-organic macrocycle (MOM) with a large size was constructed by a well-designed organic ligand and nickel(ii) ions via self-assembly. Incorporating thiourea groups as hydrogen-bond donors into a metal-organic com

Helical Oligourea Foldamers as Powerful Hydrogen Bonding Catalysts for Enantioselective C-C Bond-Forming Reactions

Substantial progress has been made toward the development of metal-free catalysts of enantioselective transformations, yet the discovery of organic catalysts effective at low catalyst loadings remains a major challenge. Here we report a novel synergistic