32149-27-2

Upstream product

• 186581-53-3 diazomethane 
• 20972-38-7 (E)-4-(4-bromophenyl)-4-oxobut-2-enoic acid 
• 67-56-1 methanol 
• 7477-66-9 4-oxo-4-(4-bromo-phenyl)-trans-crotonic acid-chloride 
• 67-66-3 chloroform 
• 32095-83-3 4-oxo-4-(4-bromo-phenyl)-cis-crotonic acid methyl ester 
• 7553-56-2 iodine 
• 1122-91-4 4-bromo-benzaldehyde 
• 58824-56-9 1-(p-bromophenyl)prop-2-en-1-ol 
• 60112-46-1 (E)-methyl 4-(4-bromophenyl)-4-hydroxy-but-2-enoate 
• 99-90-1 para-bromoacetophenone 
• 77-78-1 dimethyl sulfate 
• 108-86-1 bromobenzene 
• 74-88-4 methyl iodide 

Downstream Products

• 32095-83-3 4-oxo-4-(4-bromo-phenyl)-cis-crotonic acid methyl ester 
• 30913-86-1 4-(4-bromo-phenyl)-4-oxo-butyric acid methyl ester 
• 123676-82-4 methyl 3-(4-bromobenzoyl)-5,8-dimethoxy-1,2,3,4-tetrahydro-2-naphthalenecarboxylate 
• 123676-83-5 3-(4-Bromo-benzyl)-5,8-dimethoxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid 

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.

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.

Grubbs cross-metathesis pathway for a scalable synthesis of γ-keto-α,β-unsaturated esters

A direct and scalable route to γ-keto-α,β-unsaturated esters, useful intermediates in medicinal chemistry and natural products synthesis, is reported. The key step involves the use of Grubbs' second-generation olefin metathesis catalyst for cross-metathes

Efficient synthesis of uracil-derived hexa- and tetrahydropyrido[2,3-d] pyrimidines

A reaction of 6-amino-1,3-dimethyluracil with 3-(hetero)aroylacrylic acids and their methyl esters leads to hexahydropyrido[2,3-d]pyrimidine-5-carboxylic acids or the corresponding methyl esters in high to excellent yields. One-pot oxidation of the acid d