177697-55-1

Upstream product

• 878194-06-0 (R)-pentafluorophenyl 2-phenylpropionate 
• 86217-38-1 4-phenyl-2-oxazolidinone 
• 186343-35-1 (S)-5-phenyl-1,3-oxazolidine-2-one 
• 7782-26-5 (R)-2-Phenylpropionic acid 
• 311310-18-6 (4S,2'R)-4-iso-propyl-3-(2'-phenylpropionyl)oxazolidin-2-one 
• 99395-88-7 (S)-4-phenyl-2-oxazolidinone 
• 264621-69-4 ethyl (S)-2-oxooxazolidinine-4-carboxylate 
• 219951-25-4 (+/-)-pentafluorophenyl 2-phenylpropionate 
• 25145-43-1 2-phenylpropionyl chloride 

Downstream Products

• 960210-90-6 1-phenylethyl 2-(6-methoxynaphthalen-2-yl)propionate 
• 79121-13-4 (R)-2-phenylpropionic acid-(R)-1-phenylethyl ester 
• 79121-15-6 (R,S)-Hydratropasaeure-1-phenylester 

Relevant academic research and scientific papers

Reaction of tributyltin hydride with α,β-unsaturated N-acyloxazolidinones

The treatment of tributyltin hydride with α-substituted propenoyl oxazolidinones in the presence of a catalytic amount of AIBN gave the tributyltin radical addition adduct when the substituent is an alkyl group. However, when the substituent is an aryl gr

Efficient parallel resolution of pentafluorophenyl active esters using quasi-enantiomeric combinations of oxazolidin-2-ones

The parallel resolution of racemic pentafluorophenyl 2-aryl/ phenylpropanoates and butanoates using an equimolar combination of quasi-enantiomeric Evans oxazolidin-2-ones is discussed. The levels of diastereoselectivity were excellent (>90% de) leading to separable quasi-enantiomeric oxazolidin-2-ones in good yield. This methodology was used to resolve a series of structurally related 2-aryl/phenylpropanoic and butanoic acids.

Resolution of pentafluorophenyl 2-phenylpropanoate using combinations of quasi-enantiomeric oxazolidin-2-ones

The kinetic, mutual and parallel resolution of a series of structurally related active esters derived from 2-phenylpropanoic acid using a combination of quasi-enantiomeric oxazolidin-2-ones is discussed.

Resolution of pentafluorophenyl esters using oxazolidin-2-ones

A series of structurally related racemic pentafluorophenyl active esters were resolved using an equimolar amount of (S)-4-phenyloxazolidin-2-one. The levels of diastereocontrol were found to be excellent (80-96% de) at ～40% conversion.

Parallel kinetic resolution of racemic oxazolidinones using quasi-enantiomeric active esters

Racemic Evans' oxazolidinones were efficiently resolved using a combination of quasi-enantiomeric profens. The levels of stereocontrol were high, leading to products with predictable configurations.

Copper(II)-catalyzed kinetic resolution of (±)-2-arylpropionic acids with chiral N-trimethylsilyloxazolidin-2-one

The reaction between (±)-2-arylpropanoyl chlorides 1 (2 equiv.) and enantiopure N-trimethylsilyloxazolidin-2-one 2 in the presence of a catalytic amount of CuCl2 in hexane affords the corresponding N-acyloxazolidin-2-one in good chemical yields (97%) with up to 50% de.