113420-83-0

Basic information

• Product Name: (1'S^*,5R^*)-3-(1'-phenyleth-1'yl)-5-(iodomethyl)oxazolidin-2-one
• CAS NO: 113420-83-0
• Molecular Weight: 331.153
• Mol File: 113420-83-0.mol

Chemical Properties

• CAS DataBase Reference: (1'S^*,5R^*)-3-(1'-phenyleth-1'yl)-5-(iodomethyl)oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1'S^*,5R^*)-3-(1'-phenyleth-1'yl)-5-(iodomethyl)oxazolidin-2-one(113420-83-0)
• EPA Substance Registry System: (1'S^*,5R^*)-3-(1'-phenyleth-1'yl)-5-(iodomethyl)oxazolidin-2-one(113420-83-0)

Safety Data

• Hazardous Substances Data: 113420-83-0(Hazardous Substances Data)

Upstream product

• 113471-09-3 (S)-N-(1-phenyleth-1-yl)-N-(prop-2-en-1-yl)-N-(benzyloxycarbonyl)amine 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 113420-76-1 (S)-N-(1-phenyleth-1-yl)-N-(prop-2-en-1-yl)amine hydrobromide 
• 124-38-9 carbon dioxide 
• 115914-08-4 (S)-N-(1-phenylethyl)prop-2-en-1-amine 
• 3812-32-6 carbonate^(2-) 

Downstream Products

• 113420-84-1 (1'S^*,5R^*)-3-(1'-phenyleth-1'-yl)-5-(acetoxymethyl)oxazolidin-2-one 
• 113420-89-6 (1'S^*,5R^*)-3-(1'-phenyleth-1'yl)-5-(naphthyloxymethyl)oxazolidin-2-one 
• 113420-85-2 (1'S^*,5R^*)-3-(1'-phenyleth-1'-yl)-5-(hydroxymethyl)oxazolidin-2-one 
• 917824-22-7 (1'S,5S)-5-tert-butoxycarbonylaminomethyl-3-(1'-phenylethyl)-1,3-oxazolidin-2-one 
• 917824-18-1 (1'S,5S)-5-aminomethyl-3-(1'-phenylethyl)-1,3-oxazolidin-2-one 

Relevant articles and documents

Synthesis of enantiomerically pure (+)- and (-)-protected 5-aminomethyl-1,3-oxazolidin-2-one derivatives from allylamine and carbon dioxide

The stereoselective synthesis of enantiomerically pure (5R)- and (5S)-aminomethyl-oxazolidinones with different protecting groups have been carried out from an allyl amine as the source of the carbon backbone. The key reaction is the high yield iodiocyclization of enantiomerically pure allylphenethyl amine in the presence of carbon dioxide.

AN EFFICIENT SYNTHESIS OF (R)-(+)- AND (S)-(-)-PROPRANOLOL FROM RESOLVED 5-IODOMETHYLOXAZOLIDIN-2-ONES

(1'S*,5S,R)-3-(1'-phenyleth-1'-yl)-5-iodomethyloxazolidin-2-ones, 4a,b, have been synthesized and easily resolved by silica gel chromatography.Each pure diastereomer has been then converted to (S)-(-)-propranolol 1a and (R)-(+)-propranolol 1b, respectively.An empirical correlation of configuration and 1H NMR chemical shift for alternate diastereomers has been devised and has proved to be applicable in assigning the configuration of 5-substituted 3-(1'-phenyleth-1'-yl)oxazolidin-2-ones.