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

• 67-56-1 methanol 
• 492-37-5 hydratropic acid 
• 3156-07-8 methyl phenyl ketene 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 90-02-8 salicylaldehyde 
• 25310-92-3 propiophenone dimethyl acetal 
• 149-73-5 trimethyl orthoformate 
• 66323-99-7 trimethyl[(Z)-(1-phenyl-1-propenyl)oxy]silane 
• 93-55-0 1-phenyl-propan-1-one 
• 170856-71-0 3-(1-oxo-2(S)-phenylpropyl)-4(S)-(phenymethyl)-2-oxazolidinone 
• 311310-15-3 (4S,2'S)-4-iso-propyl-3-(2'-phenylpropionyl)oxazolidin-2-one 
• 198344-48-8 (4R,2'R)-3-(2'-phenylpropionyl)-4-phenyl-oxazolidin-2-one 
• 5445-17-0 Methyl 2-bromopropionate 

Downstream Products

• 54667-59-3 (S)-(-)-1,1,2-Triphenyl-1-propanol 
• 949560-41-2 (L)-2-phenylpropanehydrazide 
• 1350524-98-9 (L)-N-phenyl-2-(2-phenylpropanoyl)hydrazinecarbothioamide 
• 1123-85-9 (+)-(R)-2-phenylpropanol 
• 85020-76-4 methyl 2-deuterio-2-phenylpropionate 
• 582-22-9 (R)-2-phenylpropylamine 
• 14182-57-1 (R)-2-phenylpropionic acid amide 
• 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.

Rhodium-Catalyzed Remote C(sp3)?H Borylation of Silyl Enol Ethers

A rhodium-catalyzed remote C(sp3)?H borylation of silyl enol ethers (SEEs, E/Z mixtures) by alkene isomerization and hydroboration is reported. The reaction exhibits mild reaction conditions and excellent functional-group tolerance. This method is compatible with an array of SEEs, including linear and branched SEEs derived from aldehydes and ketones, and provides direct access to a broad range of structurally diverse 1,n-borylethers in excellent regioselectivities and good yields. These compounds are precursors to various valuable chemicals, such as 1,n-diols and aminoalcohols.