91049-48-8

Basic information

• Product Name: (4R,5S)-3,4-dimethyl-5-phenyloxazolidin-2-one
• Synonyms: (4R,5S)-3,4-dimethyl-5-phenyloxazolidin-2-one
• CAS NO: 91049-48-8
• Molecular Weight: 191.23
• Mol File: 91049-48-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: (4R,5S)-3,4-dimethyl-5-phenyloxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5S)-3,4-dimethyl-5-phenyloxazolidin-2-one(91049-48-8)
• EPA Substance Registry System: (4R,5S)-3,4-dimethyl-5-phenyloxazolidin-2-one(91049-48-8)

Safety Data

• Hazardous Substances Data: 91049-48-8(Hazardous Substances Data)

Upstream product

• 54418-69-8 4-methyl-5-phenyl-2-oxazolidinone 
• 74-88-4 methyl iodide 
• 100-52-7 benzaldehyde 
• 88167-98-0 4-(Diphenyl-phosphinoyl)-3,4-dimethyl-5-phenyl-oxazolidin-2-one 
• 77-78-1 dimethyl sulfate 
• 54026-27-6 3-Methyl-4-methyl-5-phenyl-4-oxazolin-2-one 
• 90-81-3 ephedrine 
• 90-82-4 rac-pseudoephedrine 
• 7647-01-0 hydrogenchloride 
• 42510-95-2 N-((1RS,2RS)-2-hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-urea 
• 75-44-5 phosgene 
• 126192-86-7 (-)-(1R,2R)-(N-t-butoxycarbonyl)pseudoephedrine 
• 124-38-9 carbon dioxide 
• 321-98-2 (1S,2R)-(+)-ephedrine 

Downstream Products

• 1201-56-5 (+/-)-N-methylephedrine 
• 90-81-3 ephedrine 

Relevant articles and documents

Synthesis of 2-Arylethylamines by the Curtius Rearrangement

2-Arylethylamine derivatives were synthesized using the Curtius reaction and with three different methods of preparing the acyl azide functional group. Carbamates derived from isocyanate were convenient protecting groups for alkylation of amines. Starting from benzaldehyde, amphetamine was prepared in three steps through an oxazolidin-2-one intermediate in 62% overall yield. Copyright Taylor & Francis Group, LLC.

Carbon dioxide as a carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas: Scope and limitations

Carbon dioxide can be used as a convenient carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas. The transient carbamate anion generated by treating a primary or secondary amine group in basic media can be activated with phosphorylating agents such as Diphenylphosphoryl azide (DPPA) and Diphenyl chlorophosphate (DPPCl) but also with other types of electrophiles such as SOCl2, TsCl, or AcCl. The intramolecular trapping of the activated carbamate by a hydroxyl group leads to the formation of 2-oxazolidinones or 2-oxazinones in good to excellent yields. This methodology was successfully applied to the synthesis of cyclic ureas up to 7-membered rings from the corresponding diamines.

Kinetic resolution of secondary alcohols using proline-derived bicyclic iminium salts

The proline-derived bicyclic iminium salt 3 can be used to bring about kinetic resolution in its reaction with salts of secondary alcohols to give the corresponding methyl sulfides. Reaction proceeds most efficiently with sodium 1-phenylethoxide in toluene at RT where either 3 or the benzyl salt 14 give e.e.s of 21-25% and changing the heteroatoms present in the sails, the metal cation used and the solvent and temperature all give similar or lower selectivity.