28645-07-0

Basic information

• Product Name: (S)-methyl 2-phenylpropanoate
• Synonyms: (S)-methyl 2-phenylpropanoate
• CAS NO: 28645-07-0
• Molecular Weight: 164.204
• Mol File: 28645-07-0.mol
• Article Data: 68

Chemical Properties

• CAS DataBase Reference: (S)-methyl 2-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-methyl 2-phenylpropanoate(28645-07-0)
• EPA Substance Registry System: (S)-methyl 2-phenylpropanoate(28645-07-0)

Safety Data

• Hazardous Substances Data: 28645-07-0(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 31508-44-8 2-phenylpropionic acid methyl ester 
• 67-56-1 methanol 
• 167476-41-7 1,1-bis(triethylsilyloxy)-2-phenylpropene 
• 7782-24-3 (S)-2-Phenylpropionic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 3156-07-8 methyl phenyl ketene 
• 68258-25-3 3-Phenyl-1,2-butanediol 
• 98819-68-2 3-phenyl-(2R,3R)-oxiran-2-ylmethanol 
• 91061-47-1 (S)-2-Hydroxy-3-phenyl-butyric acid 
• 492-37-5 hydratropic acid 
• 4371-02-2 2-methyl-2-phenylmalonic acid 

Downstream Products

• 73308-18-6 acetic acid (R)-(+)-2-phenyl-1-propanol ester 
• 949560-41-2 (L)-2-phenylpropanehydrazide 
• 1350524-98-9 (L)-N-phenyl-2-(2-phenylpropanoyl)hydrazinecarbothioamide 
• 85020-76-4 methyl 2-deuterio-2-phenylpropionate 
• 582-22-9 (R)-2-phenylpropylamine 
• 14182-57-1 (R)-2-phenylpropionic acid amide 
• 1123-85-9 (+)-(R)-2-phenylpropanol 
• 93-53-8 (S)-2-phenyl-propionaldehyde 
• 145621-79-0 4-((S)-2-Acetoxy-1-methyl-ethyl)-benzoic acid methyl ester 
• 145621-80-3 methyl (S)-(-)-p-(2-hydroxy-1-methylethyl)benzoate 
• 145621-78-9 4-((S)-2-Acetoxy-1-methyl-ethyl)-benzoic acid 
• 145621-75-6 (S)-(-)-p-(2-acetoxy-1-methylethyl)benzyl alcohol 
• 145621-74-5 (S)-(-)-p-(2-acetoxy-1-methylethyl)benzyl chloride 
• 145621-77-8 Acetic acid (S)-2-(4-formyl-phenyl)-propyl ester 

Relevant articles and documents

Alkylation of Aromatic Compounds with Optically Active Lactic Acid Derivatives: Synthesis of Optically Pure 2-Arylpropionic Acid Esters

The alkylation of benzene with (S)-methyl 2-- or 2-(mesyloxy)propionate, in the presence of aluminum chloride, affords (S)-methyl 2-phenylpropionate in good chemical (50-80percent) and excellent optical yield (97percent as determined by rotation), with inversion of configuration at the attacking carbon atom.

Palladium-Catalyzed Asymmetric Markovnikov Hydroxycarbonylation and Hydroalkoxycarbonylation of Vinyl Arenes: Synthesis of 2-Arylpropanoic Acids

Asymmetric hydroxycarbonylation is one of the most fundamental yet challenging methods for the synthesis of carboxylic acids. Herein, we reported the development of a palladium-catalyzed highly enantioselective Markovnikov hydroxycarbonylation of vinyl arenes with CO and water. A monodentate phosphoramidite ligand L6 plays vital role in the reaction. The reaction tolerates a range of functional groups, and provides a facile and atom-economical approach to an array of 2-arylpropanoic acids including several commonly used non-steroidal anti-inflammatory drugs. The catalytic system has also enabled an asymmetric Markovnikov hydroalkoxycarbonylation of vinyl arenes with alcohols to afford 2-arylpropanates. Mechanistic investigations suggested that the hydropalladation is irreversible and is the regio- and enantiodetermining step, while hydrolysis/alcoholysis is probably the rate-limiting step.

Synthesis method of (S)-2-aryl propionate compound

The invention discloses a synthesis method of a (S)-2-aryl propionate compound. The (S)-2-aryl propionate compound shown in the formula IV is obtained by taking a compound shown in a formula I and a compound shown in a formula II as raw materials and reacting under the conditions of a chiral ligand shown in a formula III, a nickel catalyst, a photocatalyst, a reducing agent and alkali under the condition of visible light. The method has the advantages of cheap and easily available raw materials, convenient generation, mild conditions, environmental protection and safety, the photocatalyst canbe recycled, the production cost is greatly reduced, the test operation is simple, less waste is generated, and the method can be developed into an industrial production method.