94347-44-1

Basic information

• Product Name: (R)-(-)-2-CHLORO 3-PHENYLPROPIONIC ACID
• Synonyms: (R)-2-CHLORO-3-PHENYLPROPANOIC ACID;(R)-(-)-2-CHLORO 3-PHENYLPROPIONIC ACID
• CAS NO: 94347-44-1
• Molecular Formula: C₉H₉ClO₂
• Molecular Weight: 184.62
• Mol File: 94347-44-1.mol
• Article Data: 39

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-(-)-2-CHLORO 3-PHENYLPROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-2-CHLORO 3-PHENYLPROPIONIC ACID(94347-44-1)
• EPA Substance Registry System: (R)-(-)-2-CHLORO 3-PHENYLPROPIONIC ACID(94347-44-1)

Safety Data

• Hazardous Substances Data: 94347-44-1(Hazardous Substances Data)

Usage

General Description

(R)-(-)-2-chloro 3-phenylpropionic acid is a chemical compound that belongs to the class of organic compounds known as phenylpropionates. It is a chiral compound, meaning it has two enantiomers, the (R)- and (S)- forms. (R)-(-)-2-CHLORO 3-PHENYLPROPIONIC ACID is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is also used in the production of chiral drugs, such as non-steroidal anti-inflammatory drugs (NSAIDs), and as a resolving agent to separate racemic mixtures of chiral compounds. Additionally, it has potential applications in the food and fragrance industries.

Upstream product

• 109-95-5 ethyl nitrite 
• 150-30-1 Phenylalanine 
• 16503-53-0 2-bromo-3-phenylpropanoic acid 
• 17849-62-6 2-chloro-3-phenylpropionitrile 
• 38862-78-1 1,1-dichloro-3-phenylpropene 
• 50259-09-1 2-(1-chloro-2-phenyl-ethyl)-4,4,6-trimethyl-5,6-dihydro-4H-[1,3]oxazine 
• 81136-10-9 2-chloro-3-phenylpropanoic acid chloride 
• 62-53-3 aniline 
• 79-10-7 acrylic acid 
• 501-52-0 3-Phenylpropionic acid 
• 63-91-2 L-phenylalanine 
• 100-39-0 benzyl bromide 
• 59200-36-1 methyl 2-chloro-3-phenylpropanoate 
• 18166-56-8 α-chloro-β-phenylpropionamide 

Downstream Products

• 59200-36-1 methyl 2-chloro-3-phenylpropanoate 
• 90600-03-6 N-isopentyl-D-phenylalanine 
• 7497-19-0 (S)-2-chloro-3-phenyl-propionic acid ethyl ester 
• 16503-53-0 2-bromo-3-phenylpropanoic acid 
• 150-30-1 Phenylalanine 
• 81136-10-9 2-chloro-3-phenylpropanoic acid chloride 
• 105754-24-3 (R)-N-Phenyl-phenylalanin 
• 99631-83-1 N-[2]naphthyl-phenylalanine 
• 56564-52-4 N-methyl-D-phenylalanine 
• 2566-35-0 N-methylphenylalanine 
• 85114-36-9 (R)-N-benzyl-phenylalanine 
• 18166-56-8 α-chloro-β-phenylpropionamide 
• 100759-31-7 2--3-phenyl-propionsaeure 
• 120710-95-4 (S)-2-chloro-3-phenylpropanoic acid chloride 

Relevant articles and documents

Substrate-Inspired Fragment Merging and Growing Affords Efficacious LasB Inhibitors

Extracellular virulence factors have emerged as attractive targets in the current antimicrobial resistance crisis. The Gram-negative pathogen Pseudomonas aeruginosa secretes the virulence factor elastase B (LasB), which plays an important role in the infection process. Here, we report a sub-micromolar, non-peptidic, fragment-like inhibitor of LasB discovered by careful visual inspection of structural data. Inspired by the natural LasB substrate, the original fragment was successfully merged and grown. The optimized inhibitor is accessible via simple chemistry and retained selectivity with a substantial improvement in activity, which can be rationalized by the crystal structure of LasB in complex with the inhibitor. We also demonstrate an improved in vivo efficacy of the optimized hit in Galleria mellonella larvae, highlighting the significance of this class of compounds as promising drug candidates.

A Straightforward Homologation of Carbon Dioxide with Magnesium Carbenoids en Route to α-Halocarboxylic Acids

The homologation of carbon dioxide with stable, (enantiopure) magnesium carbenoids constitutes a valuable method for preparing α-halo acid derivatives. The tactic features a high level of chemocontrol, thus enabling the synthesis of variously functionalized analogues. The flexibility to generate magnesium carbenoids through sulfoxide-, halogen- or proton- Mg exchange accounts for the wide scope of the reaction. (Figure presented.).

Di(1-naphthyl) methanol ester of carboxylic acids for absolute stereochemical determination

The absolute stereochemistry of chiral carboxylic acids is determined as a di(1-naphthyl)methanol ester derivative. Computational scoring of conformations favoring either P or M helicity of the naphthyl groups, capable of exciton-coupled circular dichroic coupling, leads to a predicted stereochemistry for the derivatized carboxylic acids.