102245-00-1

Usage

Uses

Used in Pharmaceutical Industry:
(Z)-METHYL 2-ACETAMIDO-3-P-TOLYLACRYLATE is used as a key compound for the development of novel drugs targeting conditions such as Alzheimer's disease and myasthenia gravis. Its acetylcholinesterase inhibitory activity makes it a valuable asset in the treatment of these neurological disorders, potentially improving cognitive function and muscle control in affected patients.
Used in Drug Development and Discovery:
(Z)-METHYL 2-ACETAMIDO-3-P-TOLYLACRYLATE serves as a promising candidate for further pharmacological studies, contributing to the advancement of drug development and discovery. Its unique properties and structure may lead to the creation of new therapeutic agents for a variety of conditions, expanding the range of available treatments.
Used in Organic Synthesis:
In addition to its pharmaceutical applications, (Z)-METHYL 2-ACETAMIDO-3-P-TOLYLACRYLATE may also be utilized as a building block in organic synthesis. This allows for the creation of new molecules with diverse applications, potentially leading to the development of innovative materials and compounds across various industries.

Upstream product

• 35356-70-8 Methyl 2-acetamidoacrylate 
• 624-31-7 4-tolyl iodide 
• 93634-54-9 (Z)-2-methyl-4-(4-methylbenzylidene)oxazol-5(4H)-one 
• 100-66-3 methoxybenzene 
• 67-56-1 methanol 
• 68835-32-5 4-(4-methylphenyl)methylene-2-methyl-5(4H)-oxazolone 
• 104-87-0 4-methyl-benzaldehyde 
• 124-41-4 sodium methylate 
• 543-24-8 N-acetylglycine 
• 108-24-7 acetic anhydride 
• 102244-84-8 (Z)-methyl 2-azido-3-(p-tolyl)acrylate 

Downstream Products

• 100223-11-8 methyl 2-acetylamino-3-(4-methylphenyl)propanoate 
• 105962-34-3 methyl Z-2-acetamido-3-p-methylphenyl-2-butanoate 
• 111016-43-4 4-p-Tolyl-1H-pyrazole-3-carboxylic acid methyl ester 
• 111016-48-9 4-p-Tolyl-1H-pyrazole-3-carboxylic acid 
• 111016-46-7 4-(4-toyl)-1H-pyrazole 
• 105962-46-7 cis-4-p-methylphenyl-3-acetamido-3-carbomethoxy-Δ¹-pyrazoline 

Relevant academic research and scientific papers

Cation-triggered switchable asymmetric catalysis with chiral aza-crownphos

An aza-crown ether, modified phosphoramidite ligand, has been designed and synthesized. The ON/OFF reversible switch of catalytic activity for its rhodium catalyst was thoroughly investigated in the asymmetric hydrogenation of dehydroamino acid esters modulated by host-guest interactions. In the OFF state, the catalyst is almost inactive (less than 1% conversion) because of the formation of an intermolecular sandwich complex by two aza-crown ether moities and the cationic rhodium metal center. In using alkali-metal-cations as the trigger, the catalytic activity was turned ON and consequently resulted in full conversions and excellent enantioselectivities (up to 98% ee).

Silver-Promoted Direct Phosphorylation of Bulky C(sp2)-H Bond to Build Fully Substituted β-Phosphonodehydroamino Acids

A general and practical cross-dehydrogenative coupling protocol between readily available trisubstituted α,β-dehydro α-amino carboxylic esters and H-phosphites is described. This C(sp2)-H phosphorylation reaction proceeds with absolute Z-selectivity promoted by silver salt in a radical relay manner. The bulky tetrasubstituted β-phosphonodehydroamino acids were obtained in grams and added new modules to the toolkit for peptide modifications.

Ni(ii)-Catalyzed vinylic C-H functionalization of 2-acetamido-3-arylacrylates to access isotetronic acids

A ligand-free Ni(ii)-catalyzed cascade annulation reaction for the synthesis of 4-aryl-substituted isotetronic acids from 2-acetamido-3-arylacrylatesviavinylic C-H functionalization is reported. The reaction proceeds through heteroatom guided electrophilic insertion of nickel to the vinylic double bond followed by annulation with dibromomethane. This unconventional route features cascade steps, sole product formation, multiple functional group tolerance, low cost of catalysts and reagents, and readily available starting materials. Using this method, various aryl-substituted isotetronic acids have been synthesized which are biologically relevant. The annulation of 2-acetamido-3-arylacrylates has also been assessed with 1,2-dichloroethane, which resulted in the rearranged annulated products of 5-methyl substituted isotetronic acids.

An Atropos Chiral Biphenyl Bisphosphine Ligand Bearing Only 2,2′-Substituents and Its Application in Rh-Catalyzed Asymmetric Hydrogenation

An atropos chiral biphenyl bisphosphine ligand bearing only 2,2′-substituents was rationally designed and easily synthesized utilizing a bulky chiral t-butylmethylphosphino block. Computational results showed a large difference in the free energies betwee

An usual behaviour of ethers in presence of azlactones under ultrasound irradiation to give esters

The phenomenon of ester formation from ethers and azlactones under sonolysis has been observed.

Palladium-Catalyzed Synthesis of Didehydroamino Acid Derivatives

The palladium-catalyzed coupling of 2-amidoacrylates with aryl iodides under phase-transfer conditions yields aromatic (Z)-didehydroamino acid derivatives, which give various protected aromatic amino acids via catalytic hydrogenation using Pd/C or the Wil

Electrolysis of Substituted α-Azidocinnamic- and Azidoacrylic Esters. Electrolytic Studies on Vinylazides, III.

Several ring-substituted α-azidocinnamic and β-heterocyclic α-azidoacrylic esters are subject to cathodic reduction under aprotic and protic conditions.Good to excellent yields of rather labile dehydroaminoacid derivatives resp. stable N,N-diacylated enam