42151-35-9

Usage

Uses

Used in Pharmaceutical Industry:
(3E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)but-3-enoic acid is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique functional groups and molecular structure contribute to the development of new drugs with potential therapeutic applications.
Used in Chemical Industry:
In the chemical industry, (3E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)but-3-enoic acid serves as a building block for the creation of complex organic molecules and materials. Its versatile structure allows for further functionalization and modification, enabling its use in the synthesis of specialty chemicals, agrochemicals, and other advanced materials.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 106-65-0 Dimethyl succinate 

Downstream Products

• 90381-47-8 4-acetoxy-6-methoxy-[2]naphthoic acid methyl ester 
• 15822-95-4 4,6-dimethoxy-[2]naphthoic acid methyl ester 
• 127266-02-8 methyl 4-hydroxy-6-methoxy-2-naphthoate 
• 63151-86-0 (+/-)-2-(4-methoxybenzyl)succinic acid 1-methyl ester 
• 118528-01-1 dihydro-4-[(4-methoxyphenyl)methyl]-2(3H)-furanone 

Relevant academic research and scientific papers

Design and synthesis of novel arctigenin analogues for the amelioration of metabolic disorders

Analogues of the natural product (-)-arctigenin, an activator of adenosine monophosphate activated protein kinase, were prepared in order to evaluate their effects on 2-deoxyglucose uptake in L6 myotubes and possible use in ameliorating metabolic disorders. Racemic arctigenin 2a was found to display a similar uptake enhancement as does (-)-arctigenin. As a result, the SAR study was conducted utilizing racemic compounds. The structure-activity relationship study led to the discovery of key substitution patterns on the lactone motif that govern 2-deoxyglucose uptake activities. The results show that replacement of the para-hydroxyl group of the C-2 benzyl moiety of arctigenin by Cl has a pronounced effect on uptake activity. Specifically, analogue 2p, which contains the p-Cl substituent, stimulates glucose uptake and fatty acid oxidation in L6 myotubes.

Reductive Methylation of Naphthoic Esters

Reductive methylation of the naphthoic esters (3), (9), (13), and (15) was carried out in distilled liquid ammonia in the presence of sodium to give the esters (19), (20), (21), and (22), respectively.