112459-60-6

Basic information

• Product Name: 2-Oxazolidinone, 4-(1-methylethyl)-3-[(2E)-1-oxo-3-phenyl-2-propenyl]-, (4S)-
• CAS NO: 112459-60-6
• Molecular Formula: C15H17NO3
• Molecular Weight: 259.305
• Mol File: 112459-60-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Oxazolidinone, 4-(1-methylethyl)-3-[(2E)-1-oxo-3-phenyl-2-propenyl]-, (4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxazolidinone, 4-(1-methylethyl)-3-[(2E)-1-oxo-3-phenyl-2-propenyl]-, (4S)-(112459-60-6)
• EPA Substance Registry System: 2-Oxazolidinone, 4-(1-methylethyl)-3-[(2E)-1-oxo-3-phenyl-2-propenyl]-, (4S)-(112459-60-6)

Safety Data

• Hazardous Substances Data: 112459-60-6(Hazardous Substances Data)

Upstream product

• 140-10-3 (E)-3-phenylacrylic acid 
• 17016-83-0 (4S)-4-isopropyl-1,3-oxazolidin-2-one 
• 102-92-1 Cinnamoyl chloride 

Downstream Products

• 103-26-4 Methyl cinnamate 
• 17016-83-0 (4S)-4-isopropyl-1,3-oxazolidin-2-one 
• 700375-80-0 (4S,2'R,3'R)-3-[2'-bromo-3'-methoxy-3'-phenylpropionyl]-4-(1-methylethyl)-2-oxazolidinone 
• 700375-79-7 (4S,2'S,3'S)-3-[2'-bromo-3'-methoxy-3'-phenylpropionyl]-4-(1-methylethyl)-2-oxazolidinone 
• 127181-71-9 anti-(4S,2'R,3'R)-3-(3'-Hydroxy-3'-phenyl-2'-bromo-1'-oxopropyl)-4-(1-methylethyl)-2-oxazolidinone 
• 127181-72-0 anti-(4S,2'S,3'S)-3-(3'-Hydroxy-3'-phenyl-2'-bromo-1'-oxopropyl)-4-(1-methylethyl)-2-oxazolidinone 
• 882159-53-7 (4S,2'R,3'S)-3-[2'-azido-3'-methoxy-3'-phenylpropionyl]-4-(1-methylethyl)-2-oxazolidinone 

Relevant articles and documents

Conjugate addition of aryl nucleophiles to α,β-unsaturated cinnamic acid derivatives containing Evans type chiral auxiliaries

Cinnamides containing oxazolidin-2-one type auxiliaries have been prepared. A novel pathway to chiral 4-aryl-6-methyl-3,4-dihydrocoumrines via the asymmetric conjugate addition of arylmagnesium bromides to these cinnamides is described.

SuperQuat 5,5-dimethyl-4-iso-propyloxazolidin-2-one as a mimic of Evans 4-tert-butyloxazolidin-2-one

The incorporation of a gem-dimethyl group at the 5-position of a chiral oxazolidinone biases the conformation of the adjacent C(4)-stereodirecting group such that the gem-dimethyl-4-iso-propyl combination mimics a C(4)-tert-butyl group, providing higher levels of stereocontrol than a simple 4-iso-propyloxazolidinone. The generality of this principle is demonstrated with applications in stereoselective enolate alkylations, kinetic resolutions, Diels-Alder cycloadditions and Pd-catalysed asymmetric acetalisation reactions. The Royal Society of Chemistry 2006.

A convenient, room-temperature-organic base protocol for preparing chiral 3-(enoyl)-1,3-oxazolidin-2-ones

In this study, we developed a new protocol for the preparation of the chiral 3-[(E)-enoyl]-1,3-oxazolidin-2-ones under the ultimately simple reaction conditions starting with the corresponding enoyl chlorides and 1.3-oxazolidin-2-ones with Et3N