40912-11-6

Basic information

• Product Name: 3-(4-METHOXYCARBONYLPHENYL)PROPIONIC ACID METHYL ESTER
• Synonyms: METHYL 3-(4-METHOXYCARBONYLPHENYL)PROPIONATE;3-(4-CARBOXYPHENYL)PROPIONIC ACID DIMETHYL ESTER;3-(4-METHOXYCARBONYLPHENYL)PROPIONIC ACID METHYL ESTER;4-(Methoxycarbonyl)benzenepropionic acid methyl ester;4-(Methoxycarbonyl)hydrocinnamic acid methyl ester;p-(2-Methoxycarbonylethyl)benzoic acid methyl ester;3-(4-Carboxyphenyl)propionic Acid Dimethyl Ester 3-(4-Methoxycarbonylphenyl)propionic Acid Methyl Ester;3-(p-Carboxyphenyl)propionic Acid Dimethyl Ester
• CAS NO: 40912-11-6
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24
• Mol File: 40912-11-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 33 °C
• Appearance: /
• Storage Temp.: Refrigerator
• Solubility: Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: 3-(4-METHOXYCARBONYLPHENYL)PROPIONIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-METHOXYCARBONYLPHENYL)PROPIONIC ACID METHYL ESTER(40912-11-6)
• EPA Substance Registry System: 3-(4-METHOXYCARBONYLPHENYL)PROPIONIC ACID METHYL ESTER(40912-11-6)

Safety Data

• Hazardous Substances Data: 40912-11-6(Hazardous Substances Data)

Usage

Description

3-(4-METHOXYCARBONYLPHENYL)PROPIONIC ACID METHYL ESTER, also known as Methyl 3-(4-Methoxycarbonylphenyl)propionate, is a benzoic acid derivative characterized by the presence of a methoxycarbonyl group and a propionic acid methyl ester group. This organic compound exhibits unique chemical properties and structural features that make it suitable for various applications, particularly in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
3-(4-METHOXYCARBONYLPHENYL)PROPIONIC ACID METHYL ESTER is used as a key intermediate in the synthesis of matrix metalloproteinase (MMP) inhibitors. These inhibitors are potent, selective, and orally bioavailable, making them valuable for the development of therapeutic agents targeting various diseases, including cancer, arthritis, and other conditions characterized by abnormal tissue remodeling.
In the development of MMP inhibitors, 3-(4-METHOXYCARBONYLPHENYL)PROPIONIC ACID METHYL ESTER plays a crucial role in the chemical synthesis process, allowing for the creation of compounds with the desired biological activity and pharmacokinetic properties. By incorporating this benzoic acid derivative into the molecular structure of MMP inhibitors, researchers can enhance the potency, selectivity, and overall effectiveness of these therapeutic agents, ultimately contributing to improved patient outcomes and disease management.

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 1075-49-6 4-ethenylbenzoic acid 
• 619-44-3 methyl 4-iodobenzoate 
• 292638-85-8 acrylic acid methyl ester 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 52148-89-7 methyl (E)-4-(3-methoxy-3-oxoprop-1-en-1-yl)benzoate 

Downstream Products

• 38628-55-6 1-(bromomethyl)-4-(3-bromopropyl)benzene 
• 1314136-91-8 C₂₀H₂₁NO₄ 
• 1314136-79-2 C₃₀H₃₃N₅O₄ 
• 1314137-05-7 C₂₂H₂₈IN₅O₄ 
• 1314137-01-3 C₂₂H₂₉N₅O₄ 
• 1314136-97-4 C₁₈H₂₁NO₄ 
• 1314136-95-2 C₂₆H₂₈IN₅O₄ 
• 1314136-94-1 C₂₆H₂₉N₅O₄ 
• 1314136-93-0 C₂₂H₂₁NO₄ 
• 1314136-92-9 C₂₃H₂₃NO₄ 
• 1314136-96-3 C₁₆H₂₁NO₄ 
• 1071432-15-9 methyl 4-(3-methoxy-3-oxopropyl)-3-nitrobenzoate 
• 38628-53-4 3-<4-(hydroxymethyl)phenyl>propanol 
• 1133314-10-9 methyl 3-bromo-4-[2-(methoxycarbonyl)ethyl]benzoate 

Relevant articles and documents

A recyclable CO surrogate in regioselective alkoxycarbonylation of alkenes: Indirect use of carbon dioxide

Herein, we report a Pd-catalysed alkoxycarbonylation of alkenes based on the use of a recyclable CO2 reduction product, the crystalline and air-stable N-formylsaccharin, as a CO surrogate. The carbonylation proceeds under ambient conditions in an exceptionally complementary regioselective fashion yielding the desired branched products from styrene derivatives and valuable linear esters from alkyl-substituted alkenes.

Paracyclophanes: Extending the bridges. Synthesis

Preparatively satisfactory routes to [3.2]paracyclophane (10), [4.2]paracyclophane (14), [4.3]paracyclophane (19) as well as several derivatives of these compounds - among others the bromides 25, the ester 31, the diesters 40-43 - are described using well-established methods of cyclophane chemistry (ring-closure reactions leading to thiacyclophanes, ring contraction by sulfone pyrolysis). The parent systems and their derivatives are now available in gram quantities allowing a study of their chemical properties. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.

Preparation of 2-Quinolones by sequential heck reduction-cyclization (HRC) reactions by using a multitask palladium catalyst

One-pot sequential Heck reduction-cyclization (HRC) reactions leading to the synthesis of substituted 2-quinolones have been developed by using a heterogeneous or mixed homogeneous/heterogeneous multitask palladium catalyst with charcoal as a support. The whole sequence occurs under very mild conditions without the need for additives (ligand or base) by taking advantage of the high reactivity of aryldiazonium salts as "super electrophiles". Recycling experiments showed that the reused heterogeneous Pd°/C catalyst was not able to promote another HRC sequence but was, however, still highly active for hydrogenation, hydrodehalogenation, as well as hydrogenolysis reactions.