299216-18-5

Basic information

• Product Name: 2-Oxazolidinone, 4-(phenylmethyl)-3-[(E)-(phenylmethylene)amino]-, (4S)-
• CAS NO: 299216-18-5
• Molecular Formula: C17H16N2O2
• Molecular Weight: 280.326
• Mol File: 299216-18-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Oxazolidinone, 4-(phenylmethyl)-3-[(E)-(phenylmethylene)amino]-, (4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxazolidinone, 4-(phenylmethyl)-3-[(E)-(phenylmethylene)amino]-, (4S)-(299216-18-5)
• EPA Substance Registry System: 2-Oxazolidinone, 4-(phenylmethyl)-3-[(E)-(phenylmethylene)amino]-, (4S)-(299216-18-5)

Safety Data

• Hazardous Substances Data: 299216-18-5(Hazardous Substances Data)

Upstream product

• 299216-13-0 (S)-3-amino-4-benzyl-1,3-oxazolan-2-one 
• 100-52-7 benzaldehyde 
• 299216-14-1 (4S)-4-benzyl-3-[(E)-propylideneamino]-1,3-oxazolan-2-one 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 299216-19-6 (S)-3-(methoxycarbonylmethylidene)amino-4-phenylmethyl-2-oxazolidinone 

Downstream Products

• 409305-55-1 (4S,1'S)-3-(1'-allyl-1'-phenylmethylamino)-4-phenylmethyl-2-oxazolidinone 
• 492-70-6 1,2-diphenyl-1,2-ethanediol 
• 299216-14-1 (4S)-4-benzyl-3-[(E)-propylideneamino]-1,3-oxazolan-2-one 
• 299216-17-4 (S)-3-(cyclohexylmethylidene)amino-4-phenylmethyl-2-oxazolidinone 
• 669081-18-9 N-(4-benzyl-2-oxo-oxazolidin-3-yl)-N-(1-phenyl-but-3-enyl)-benzamide 
• 299216-29-8 (4S,1'S)-3-(2',2'-dimethyl-1'-phenyl-1'-propylamino)-4-phenylmethyl-2-oxazolidinone 
• 299216-13-0 (S)-3-amino-4-benzyl-1,3-oxazolan-2-one 

Relevant articles and documents

Dual activation in asymmetric allylsilane addition to chiral N-acylhydrazones: Method development, mechanistic studies, and elaboration of homoallylic amine adducts

Chiral N-acylhydrazones derived from commercially available 4-benzyl-2-oxazolidinone provide a rigid, conformationally restricted template to impart facial selectivity in additions to C=N bonds. In the presence of indium(III) trifluoromethanesulfonate [In

Comparison of electrophilic amination reagents for N-amination of 2-oxazolidinones and application to synthesis of chiral hydrazones.

Comparison of several hydroxylamine-based electrophilic ammonia equivalents in the N-amination of 2-oxazolidinones revealed that O-(p-nitrobenzoyl)hydroxylamine (NbzONH(2)) and sodium hydride in dioxane is a superior reagent combination for this purpose. Practical preparations of a variety of chiral N-acylhydrazones by this method gave yields ranging from 45 to 95%. Methods for exchange or removal of the aldehyde component have been developed, making this a general route to chiral N-acylhydrazones of interest for asymmetric synthesis applications.

Highly stereoselective intermolecular radical addition to aldehyde hydrazones from a chiral 3-amino-2-oxazolidinone [16]

-