4586-89-4

Basic information

• Product Name: Benzenebutanoic acid, 4-Methoxy-, ethyl ester
• Synonyms: Benzenebutanoic acid, 4-Methoxy-, ethyl ester
• CAS NO: 4586-89-4
• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.28022
• Mol File: 4586-89-4.mol
• Article Data: 22

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenebutanoic acid, 4-Methoxy-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenebutanoic acid, 4-Methoxy-, ethyl ester(4586-89-4)
• EPA Substance Registry System: Benzenebutanoic acid, 4-Methoxy-, ethyl ester(4586-89-4)

Safety Data

• Hazardous Substances Data: 4586-89-4(Hazardous Substances Data)

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 2969-81-5 Ethyl 4-bromobutyrate 
• 637-69-4 4-Methoxystyrene 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 3153-36-4 4-chloro-butyric acid ethyl ester 
• 623-12-1 4-chloromethoxybenzene 
• 623-73-4 diazoacetic acid ethyl ester 
• 123-11-5 4-methoxy-benzaldehyde 
• 623-51-8 ethyl 2-sulfanylacetate 
• 19493-09-5 Methylenetriphenylphosphorane 
• 824-94-2 p-methoxybenzyl chloride 
• 140-88-5 ethyl acrylate 
• 3153-44-4 4-(4-methoxy-phenyl)-4-oxo-butyric acid 
• 100-66-3 methoxybenzene 

Downstream Products

• 72907-95-0 7-methoxynaphthalene-1,2-dicarboxylic anhydride 
• 7498-68-2 8-methoxy-4,5-dihydronaphtho[1,2-c]furan-1,3-dione 
• 79022-92-7 5-(4-methoxy-phenyl)-2-oxo-valeric acid 
• 1431791-91-1 6-(4-methoxyphenyl)-3-oxohexanenitrile 
• 6836-19-7 7-Methoxy-1-tetralone 
• 15118-67-9 ethyl 3-(4-methoxybenzoyl)-propionate 
• 128994-28-5 (S)-(-)-γ-(p-Methoxyphenyl)-γ-butyrolactone 
• 1431791-15-9 2-diazo-6-(4-methoxyphenyl)-3-oxohexanenitrile 
• 412322-84-0 C₁₇H₂₂O₆ 
• 73434-35-2 (E)-6-(4-Methoxy-phenyl)-4,4-bis-methylsulfanyl-hex-2-enoic acid ethyl ester 
• 73434-40-9 (E)-ethyl 6-(p-methoxyphenyl)-4-oxo-2-hexenoate 
• 73434-28-3 4-(4-Methoxy-phenyl)-2,2-bis-methylsulfanyl-butyraldehyde 
• 73434-22-7 4-(4-Methoxy-phenyl)-2,2-bis-methylsulfanyl-butyric acid ethyl ester 
• 4521-28-2 4-(4-Methoxyphenyl)butyric acid 

Relevant articles and documents

Visible-light induced metal-free cascade Wittig/hydroalkylation reactions

Cascade reactions are green and powerful transformations for building multiple carbon-carbon bonds in one step. Through a relay olefination and radical addition process, we were able to develop the cascade Wittig/hydroalkylation reactions induced by visible light. This metal-free radical approach features mild conditions, robustness, and excellent functionality compatibility. It allows access to saturated C3 homologation products directly from aldehydes or ketones. The synthetic utility of this method is demonstrated by a two-step synthesis ofindolizidine 209D.

Dumbbell-Shaped 2,2’-Bipyridines: Controlled Metal Monochelation and Application to Ni-Catalyzed Cross-Couplings

2,2’-Bipyridine ligands (dsbpys) with dumbbell-like shapes and differently substituted triarylmethyl groups at the C5 and C5’ positions showed high ligand performance in the Ni-catalyzed cross-electrophile coupling and the Ni/photoredox-synergistically catalyzed decarboxylative coupling reactions. The superior ligand effects of dsbpys compared to the conventional bpy ligands were attributed to the monochelating nature of dsbpys.

Structure activity relationship exploration of 5-hydroxy-2-(3-phenylpropyl)chromones as a unique 5-HT2B receptor antagonist scaffold

Antagonists for the serotonin receptor 2B (5-HT2B) have clinical applications towards migraine, anxiety, irritable bowl syndrome, and MDMA abuse; however, few selective 5-HT2B antagonists have been identified. Previous studies from these labs identified a natural product, 5-hydroxy-2-(2-phenylethyl)chromone (5-HPEC, 2) as the first non-nitrogenous ligand for the 5-HT2B receptor. Studies on 5-HPEC optimization led to the identification of 5-hydroxy-2-(3-phenylpropyl)chromone (5-HPPC, 3), which showed a tenfold improvement in binding affinity over 2 at 5-HT2B. This study aimed to further improve receptor pharmacology of this unique scaffold. Guided by molecular modeling studies modifications at the C-3′ and C-4′ positions of 3 were made to probe their effects on ligand binding affinity and efficacy. Among the derivatives synthesized 5-hydroxy-2-(3-(3-cyanophenyl)propyl)chromone (5-HCPC, 3d) showed the most promise with a multifold improvement in binding affinity (pKi = 7.1 ± 0.07) over 3 with retained antagonism.