103667-50-1

Basic information

• Product Name: (2S)-2-(5-benzoylthiophen-2-yl)propanoic acid
• CAS NO: 103667-50-1
• Molecular Formula: C₁₄H₁₂O₃S
• Molecular Weight: 260.3083
• Mol File: 103667-50-1.mol

Chemical Properties

• Boiling Point: 450.3°C at 760 mmHg
• Flash Point: 226.1°C
• Density: 1.29g/cm³
• Vapor Pressure: 6.8E-09mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: (2S)-2-(5-benzoylthiophen-2-yl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-(5-benzoylthiophen-2-yl)propanoic acid(103667-50-1)
• EPA Substance Registry System: (2S)-2-(5-benzoylthiophen-2-yl)propanoic acid(103667-50-1)

Safety Data

• Hazardous Substances Data: 103667-50-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2S)-2-(5-benzoylthiophen-2-yl)propanoic acid is used as an intermediate in the synthesis of various pharmaceuticals for its potential anti-inflammatory and analgesic properties. It aids in the development of new drugs for pain management and inflammation.
Used in Agrochemical Industry:
(2S)-2-(5-benzoylthiophen-2-yl)propanoic acid is used as a building block in the synthesis of agrochemicals, contributing to the development of effective products for agricultural applications.
Used in Organic Synthesis:
(2S)-2-(5-benzoylthiophen-2-yl)propanoic acid is used as a key component in the synthesis of other organic compounds and materials, thanks to the benzoyl group present in its molecule. This makes it a valuable asset in the field of organic chemistry for creating a variety of new substances with diverse applications.

Upstream product

• 32990-41-3 2-(5-benzoyl-2-thienyl)propanoic acid methyl ester 
• 201230-82-2 carbon monoxide 

Relevant articles and documents

Synthesis of α-heteroarylpropanoic acid via asymmetric hydroformylation catalyzed by Rh(I)-(R,S)-BINAPHOS and the subsequent oxidation

(Chemical Equation Presented) The asymmetric hydroformylation of vinyl heteroarenes (vinylfurans and vinylthiophenes) was investigated by using Rh(I)-BINAPHOS derivatives as a catalyst. The hydroformylation of vinylthiophenes 1 gave the corresponding branched aldehydes 2 with high enantiopurities as major products. Oxidation of the aldehydes 2 successfully afforded α-heteroarylpropanoic acids 4 in good yields. In addition, the aldehydes 2 were reduced to alcohols 5 without loss of enantiomeric excess.

Enzymatic enantioselective ester hydrolysis by carboxylesterase NP

The enzymatic hydrolysis of a series of carboxylic esters by carboxylesterase NP has been investigated in order to determine the scope and limitations of this enzyme. 2-Substituted propionates were hydrolyzed with high enantioselectivity when an aromatic moiety was part of the 2-substituent.Enantioselective hydrolysis could be accomplished with several 2-arypropionates, 2-(aryloxy)propionates and N-arylalanine esters.The propionate esters yielded propionic acids as (S) enantiomers, whereas the alanine esters yielded the (R) enantiomers.Without a 2-aryl substituent, the enzymatic hydrolysis of the propionates occurred at a lower rate without acceptable enantioselectivity.In addition to 2-substituted propionates, only a few other esters were hydrolyzed with high enantioselectivity by carboxylesterase NP, such as some prochiral disubstituted malonates. 1-Phenylethylacetate was the only substrate with chirality in the alcohol part of the ester that was found to be hydrolyzed enantioselectively.Carboxylesterase NP proved to be a powerful enzyme for kinetic resolution of propionate esters with an aromatic ring containing a 2-substituent.