89781-43-1

Upstream product

• 80937-23-1 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoic acid 
• 108-31-6 maleic anhydride 
• 64-67-5 diethyl sulfate 
• 91-16-7 1,2-dimethoxybenzene 
• 78-10-4 tetraethoxy orthosilicate 
• 62-50-0 Ethyl methanesulfonate 
• 115-80-0 Triethyl orthopropionate 
• 105-58-8 Diethyl carbonate 
• 425-75-2 trifluoromethanesulfonic acid ethyl ester 
• 623-81-4 diethyl sulphite 
• 64-17-5 ethanol 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 2459-05-4 malonic acid monoethyl ester 
• 26367-48-6 fumaric acid ethyl ester mono chloride 

Downstream Products

• 1416565-63-3 ethyl 2-(4,5-dimethoxy-2-hydroxyphenyl)-4-(3,4-dimethoxyphenyl)-4-oxobutanoate 
• 1416565-62-2 (R)-ethyl 2-(4,5-dimethoxy-2-hydroxyphenyl)-4-(3,4-dimethoxyphenyl)-4-oxobutanoate 
• 80937-23-1 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoic acid 
• 117379-60-9 (E)-4-(3,4-dimethoxyphenyl)-4-oxo-2-butenamide 
• 64-17-5 ethanol 

Relevant academic research and scientific papers

Design, synthesis, and bioevaluation of a novel class of (E)-4-oxo-crotonamide derivatives as potent antituberculosis agents

A series of novel (E)-4-oxo-2-crotonamide derivatives were designed and synthesized to find potent antituberculosis agents. All the target compounds were evaluated for their in vitro activity against Mycobacterium tuberculosis H37Rv(MTB). Results reveal that 4-phenyl moiety at part A and short methyl group at part C were found to be favorable. Most of the derivatives displayed promising activity against MTB with MIC ranging from 0.125 to 4 μg/mL. Especially, compound IIIa16 was found to have the best activity with MIC of 0.125 μg/mL against MTB and with MIC in the range of 0.05–0.48 μg/mL against drug-resistant clinical MTB isolates.

Preparation method of ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate

The invention relates to a preparation method of ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate, and belongs to the technical field of chemical reagent synthesis. The preparation method comprises thefollowing steps: firstly performing an esterification reaction on maleic anhydride and ethanol, then performing a transposition reaction to obtain monoethyl fumarate, then performing a reaction on the monoethyl fumarate and sulfoxide chloride to obtain monoethyl monoacyl chloride fumarate, finally performing a reaction on the monoethyl monoacyl chloride fumarate and 1,2-dimethoxybenzene to obtaina target product ethyl 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoate, and refining to obtain a refined product. By the preparation method, a reaction product in each step is relatively high in yield andpurity, the finally prepared refined product is also high in yield and purity, and raw materials are simple, easy to obtain and low in cost; in addition, the preparation method is easy to operate, impurities in the product are easily separated and removed, and the refined product has the purity of 99% or above and fully meets requirements of customers for a medical purpose.

Substituted 4-oxo-crotonic acid derivatives as a new class of protein kinase B (PknB) inhibitors: synthesis and SAR study

Protein kinase B (PknB) is an essential serine/threonine protein kinase required for Mycobacterium tuberculosis (M. tb) cell division and cell-wall biosynthesis. A high throughput screen using PknB identified a (E)-4-oxo-crotonic acid inhibitor, named YH-8, which was used as a scaffold for SAR investigations. A significant improvement in enzyme affinity was achieved. The results indicated that the α,β-unsaturated ketone scaffold and “trans-” configuration are essential for the activity against PknB. And compounds with an aryl group, especially with electron-withdrawing substituents on benzene ring, exhibited four fold potency than that of YH-8.

An efficient synthesis of β-Aroylacrylic acid ethyl ester by the Friedel-Crafts reaction in the presence of diethyl sulfate

An β-Aroylacrylic acid ethyl ester such as ethyl (E)-4-(3,4- dimethoxyphenyl)-4-oxo-2-butenoate (1) can be obtained in good yield and with excellent purity by way of the Friedel-Crafts reaction in which 1,2-dimethoxybenzene (2) is treated with maleic anhydride (3) and aluminum chloride in the presence of diethyl sulfate (4) under mild conditions. Copyright

PROCESS FOR PRODUCING 4-PHENYL-4-OXO-2-BUTENOIC ESTER DERIVATIVE

A 4-phenyl-4-oxo-2-butenoate derivative is stably supplied in a short period of time, at low cost, in high purity and on an industrial scale by a process for producing the 4-phenyl-4-oxo-2-butenoate derivative, which comprises simultaneously or continuously reacting a sulfuric ester, an aromatic hydrocarbon and a maleic anhydride derivative.