181431-20-9

Basic information

• Product Name: (4S)- 4-benzyl-3-((2R)-2-methyl-3-phenylpropanoyl)-2-oxazolidinone
• Synonyms: (4S)- 4-benzyl-3-((2R)-2-methyl-3-phenylpropanoyl)-2-oxazolidinone
• CAS NO: 181431-20-9
• Molecular Weight: 323.392
• Mol File: 181431-20-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (4S)- 4-benzyl-3-((2R)-2-methyl-3-phenylpropanoyl)-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (4S)- 4-benzyl-3-((2R)-2-methyl-3-phenylpropanoyl)-2-oxazolidinone(181431-20-9)
• EPA Substance Registry System: (4S)- 4-benzyl-3-((2R)-2-methyl-3-phenylpropanoyl)-2-oxazolidinone(181431-20-9)

Safety Data

• Hazardous Substances Data: 181431-20-9(Hazardous Substances Data)

Upstream product

• 131685-53-5 (S)-4-benzyl-3-propionyl-2-oxazolidinone 
• 100-39-0 benzyl bromide 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 3182-95-4 L-Phenylalaninol 

Downstream Products

• 14367-67-0 2-methyl-3-phenylpropionic acid 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 1101859-64-6 (R)-N-tert-butyl-5-methyl-4-oxo-6-phenylhexanamide 
• 29393-16-6 methyl (2R)-2-methyl-3-phenylpropanoate 
• 5445-77-2 (2R)-2-methyl-3-phenylpropanal 
• 5445-77-2 (2S)-2-methyl-3-phenylpropanal 
• 77943-96-5 (2R)-2-methyl-3-phenyl-1-propanol 
• 445028-02-4 (R)-3-allyl-2-benzylhex-5-en-3-ol 
• 80698-12-0 benzyl (R)-2-methyl-3-phenylpropanoate 

Relevant articles and documents

Controllable Intramolecular Unactivated C(sp3)-H Amination and Oxygenation of Carbamates

Dual catalyst-controlled intramolecular unactivated C(sp3)-H amination and oxygenation of carbamates merging visible-light photocatalysis and earth-abundant transition metal catalysis have been reported. Useful amino alcohol and diol derivatives could be selectively obtained from readily available tertiary alcohol derivatives. The possible mechanisms have been proposed via a 1,5-HAT process followed by Lewis acid-controlled cyclization. The nickel and zinc catalysts inhibit the formation of oxygenation and amination products, respectively. An interesting phenomenon of chirality transfer is also observed.

SmI2-promoted intra- and intermolecular C-C bond formation with chiral N-acyl oxazolidinones

The suitability of chiral oxazolidinones in the SmI2-mediated C-C bond generation between the imide functionality of an N-acyl oxazolidinone unit and an olefinic radical acceptor, in both inter- and intramolecular reactions, was investigated. It was shown that the products from an Evans asymmetric alkylation can undergo direct carbon-carbon bond formation with an acrylamide providing chiral acyclic ketones in reasonable yields. These examples represent the first transformation of such N-acyl oxazolidinones where this chiral auxiliary is removed under the conditions for ketone formation. 5-exo-trig Cyclization studies were also undertaken with the same type of substrates, providing trans-2,5-disubstituted cyclopentanones in yields of approx. 50%. However, attempts to cyclize heteroatom-containing equivalents were less rewarding.

The application of 1H nuclear magnetic resonance spectroscopy for the determination of the absolute configuration of chiral carboxylic acids

A modification of a model, described by Mosher allows a correlation to be made between the absolute configuration of a range of simple chiral carboxylic acids with the corresponding nmr chemical shifts of their esters derived from (S)-methyl mandelate.