113337-48-7

Basic information

• Product Name: 2-Propenoic acid, 2-methoxy-3-(4-methoxyphenyl)-, methyl ester, (Z)-
• CAS NO: 113337-48-7
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Mol File: 113337-48-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 2-methoxy-3-(4-methoxyphenyl)-, methyl ester, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 2-methoxy-3-(4-methoxyphenyl)-, methyl ester, (Z)-(113337-48-7)
• EPA Substance Registry System: 2-Propenoic acid, 2-methoxy-3-(4-methoxyphenyl)-, methyl ester, (Z)-(113337-48-7)

Safety Data

• Hazardous Substances Data: 113337-48-7(Hazardous Substances Data)

Usage

Structure

Exists in the Z form

Uses

Fragrance ingredient
Flavoring agent
Skincare and cosmetic products

Properties

Antioxidant properties

Therapeutic Applications

Potential treatment for various diseases

Research

Subject of ongoing research for therapeutic applications

Upstream product

• 17640-25-4 methyl 2,2-dichloro-2-methoxyacetate 
• 123-11-5 4-methoxy-benzaldehyde 
• 156-39-8 4-hydroxyphenylpiruvic acid 
• 77-78-1 dimethyl sulfate 
• 7001-18-5 methyl 2-methoxyacrylate 
• 696-62-8 para-iodoanisole 

Downstream Products

• 864816-22-8 2-N-[2-isopropoxy-6-({4-(4-methoxyphenyl)-1-[2-(4-methoxyphenyl)ethyl]-1H-pyrrol-3-yl}carbonyl)phenyl]-2-methoxy-3-(4-methoxyphenyl)-2-propenamide 
• 864816-23-9 7-isopropoxy-2-[methoxy-2-(4-methoxyphenyl)ethenyl]-3-{4-(4-methoxyphenyl)-1-[2-(4-methoxyphenyl)ethyl]-1H-pyrrol-3-yl}-1H-indole 
• 864816-21-7 (Z)-2-Methoxy-3-(4-methoxy-phenyl)-acryloyl chloride 
• 864816-16-0 2-methoxy-3-(4-methoxyphenyl)-2-propenoic acid 

Relevant articles and documents

Stereoselective synthesis of methyl (Z)-α-methoxyacrylates via two-carbon homologation of aldehydes

Methyl (Z)-α-methoxyacrylates are generated in good yields by a mild, stereospecific two-carbon homologation of a wide variety of aldehydes utilizing commercial methyl 2,2-dichloro-2-methoxyacetate and CrCl2 under Barbier conditions at room tem

Total synthesis of dictyodendrin B

A concise total synthesis of dictyodendrin B (1) is reported, a scarce marine alkaloid endowed with promising telomerase inhibitory activity. Key steps of the chosen route are a reductive cyclization of ketoamide 11 to indole 12 mediated by low-valent titanium (from TiCl3 and KC8) followed by a photochemical 6π-electrocyclization, which was performed in the presence of Pd/C and nitrobenzene to effect concomitant dehydrogenation/aromatization of the product initially formed. Regioselective bromination of the resulting pyrrolocarbazole 13 followed by lithium/bromine exchange and quenching of the resulting organolithium species with p-methoxybenzaldehyde installed the side chain at C2. Oxidation of the benzylic alcohol 15 thus obtained to ketone 17 was best achieved with catalytic amounts of tetra-n-propylammonium perruthenate (TPAP) and N-methylmorpholine-N-oxide (NMO) in dilute CH2Cl2 solution to avoid the formation of undue amounts of the unsymmetrical dimer 16. Ketone 17 was elaborated into the natural product by selective cleavage of the isopropyl ether with BCl3, introduction of the sulfate moiety with the aid of trichloroethyl chlorosulfuric acid ester, deprotection of all lateral methyl ether groups, and final reductive cleavage of the trichloroethyl ester moiety. The spectroscopic data of synthetic dictyodendrin B thus formed matched those of an authentic sample in all regards. Moreover, it was shown that global deprotection of the peripheral -OH groups in pyrrolo[2,3-c]carbazole 13 is accompanied by spontaneous air-oxidation to form the quinone core of dictyodendrin C. Copyright