869111-27-3

Basic information

• Product Name: phenethyl tosyloxycarbamate
• Synonyms: phenethyl tosyloxycarbamate
• CAS NO: 869111-27-3
• Molecular Weight: 335.381
• Mol File: 869111-27-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: phenethyl tosyloxycarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: phenethyl tosyloxycarbamate(869111-27-3)
• EPA Substance Registry System: phenethyl tosyloxycarbamate(869111-27-3)

Safety Data

• Hazardous Substances Data: 869111-27-3(Hazardous Substances Data)

Upstream product

• 60-12-8 2-phenylethanol 

Downstream Products

• 90319-52-1 (4R)-phenyl-2-oxazolidinone 
• 99395-88-7 (S)-4-phenyl-2-oxazolidinone 
• 86217-38-1 4-phenyl-2-oxazolidinone 

Relevant articles and documents

N-tosyloxycarbamates as a source of metal nitrenes: Rhodium-catalyzed C-H insertion and aziridination reactions

The rhodium-catalyzed decomposition of N-tosyloxycarbamates to generate metal nitrenes which undergo intramolecular C-H insertion or aziridination reaction is described. Aliphatic N-tosyloxycarbamates produce oxazolidinones with high yields and stereospecificity through insertion in benzylic, tertiary, and secondary C-H bonds. Intramolecular aziridination occurs with allylic N-tosyloxycarbamates to produce aziridines as single diastereomers. The reaction proceeds at room temperature using a rhodium catalyst and an excess of potassium carbonate and does not require the use of strong oxidant, such as hypervalent iodine reagents. A rhodium nitrene species is presumably involved, as both reactions are stereospecific. Copyright