2328-26-9

Basic information

• Product Name: methyl (R)-2-phenylpropanoate
• CAS NO: 2328-26-9
• Molecular Weight: 164.204
• Mol File: 2328-26-9.mol
• Article Data: 49

Chemical Properties

• CAS DataBase Reference: methyl (R)-2-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (R)-2-phenylpropanoate(2328-26-9)
• EPA Substance Registry System: methyl (R)-2-phenylpropanoate(2328-26-9)

Safety Data

• Hazardous Substances Data: 2328-26-9(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 3156-07-8 methyl phenyl ketene 
• 100-42-5 styrene 
• 201230-82-2 carbon monoxide 
• 25145-43-1 2-phenylpropionyl chloride 
• 31508-44-8 2-phenylpropionic acid methyl ester 
• 1268613-67-7 C₁₃H₁₄N₂O 
• 1268613-68-8 C₁₈H₁₅BrN₂O 
• 1268613-69-9 C₁₃H₁₃BrN₂O 
• 1268613-57-5 C₁₇H₁₅N₃O 
• 1268613-54-2 C₁₂H₁₁BrN₂O 
• 1268613-66-6 C₁₂H₁₃N₃O 
• 4593-90-2 (S)-2-phenylbutanoic acid 
• 492-38-6 2-phenylacrylic acid 

Downstream Products

• 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 
• 73308-18-6 acetic acid (R)-(+)-2-phenyl-1-propanol ester 

Relevant articles and documents

Iron-catalysed enantioselective Suzuki-Miyaura coupling of racemic alkyl bromides

The first iron-catalysed enantioselective Suzuki-Miyaura coupling reaction has been developed. In the presence of catalytic amounts of FeCl2 and (R,R)-QuinoxP?, lithium arylborates are cross-coupled with tert-butyl α-bromopropionate in an enantioconvergent manner, enabling facile access to various optically active α-arylpropionic acids including several nonsteroidal anti-inflammatory drugs (NSAIDs) of commercial importance. (R,R)-QuinoxP? is specifically able to induce chirality when compared to analogous P-chiral ligands that give racemic products, highlighting the critical importance of transmetalation in the present asymmetric cross-coupling system.

Enantioselective α-Arylation of Ketones via a Novel Cu(I)-Bis(phosphine) Dioxide Catalytic System

A novel catalytic system based on copper(I) and chiral bis(phosphine) dioxides is described. This allows the arylation of silyl enol ethers to access enolizable α-arylated ketones in good yields and enantiomeric excess up to 95%. Noncyclic ketones are amenable substrates with this method, which complements other approaches based on palladium catalysis. Optimization of the ligand structure is accomplished via rational design driven by correlation analysis. Preliminary mechanistic hypotheses are also evaluated in order to identify the role of chiral bis(phosphine) dioxides.

Nickel/Photoredox-Catalyzed Asymmetric Reductive Cross-Coupling of Racemic α-Chloro Esters with Aryl Iodides

A unique nickel/organic photoredox co-catalyzed asymmetric reductive cross-coupling between α-chloro esters and aryl iodides is developed. This cross-electrophile coupling reaction employs an organic reductant (Hantzsch ester), whereas most reductive cross-coupling reactions use stoichiometric metals. A diverse array of valuable α-aryl esters is formed under these conditions with high enantioselectivities (up to 94 %) and good yields (up to 88 %). α-Aryl esters represent an important family of nonsteroidal anti-inflammatory drugs. This novel synergistic strategy expands the scope of Ni-catalyzed reductive asymmetric cross-coupling reactions.