496031-56-2

Basic information

• Product Name: 2-Oxazolidinone, 5-[(acetyloxy)methyl]-3-[3-fluoro-4-(4-morpholinyl)phenyl]-, (5R)-
• CAS NO: 496031-56-2
• Molecular Formula: C16H19FN2O5
• Molecular Weight: 338.336
• Mol File: 496031-56-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-Oxazolidinone, 5-[(acetyloxy)methyl]-3-[3-fluoro-4-(4-morpholinyl)phenyl]-, (5R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxazolidinone, 5-[(acetyloxy)methyl]-3-[3-fluoro-4-(4-morpholinyl)phenyl]-, (5R)-(496031-56-2)
• EPA Substance Registry System: 2-Oxazolidinone, 5-[(acetyloxy)methyl]-3-[3-fluoro-4-(4-morpholinyl)phenyl]-, (5R)-(496031-56-2)

Safety Data

• Hazardous Substances Data: 496031-56-2(Hazardous Substances Data)

Upstream product

• 868405-66-7 N-[3-chloro-2-(R)-hydroxypropyl]-3-fluoro-4-(morpholin-4-yl)aniline 
• 2689-39-6 3-fluoro-4-(4-morpholinyl)nitrobenzene 
• 93246-53-8 3-fluoro-4-(morpholinyl)aniline 
• 369-34-6 3,4-difluoronitrobenzene 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 168828-82-8 (R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol 

Downstream Products

• 165800-03-3 linezolid 
• 168828-90-8 (S)-N-[[3-[3-fluoro-4-[4-morpholinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]amine 
• 168828-89-5 2-({(5S)-2-oxo-3-[(4-morpholino-3-fluorophenyl)]-4,5-dihydro-1,3-oxazole-5-yl}methyl)-isoindole-1,3-dione 
• 168828-82-8 (R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol 
• 174649-09-3 (R)-methyl methanesulfonate 

Relevant articles and documents

NOVEL PROCESS FOR PREPARATION OF LINEZOLID AND ITS NOVEL INTERMEDIATES

A novel process for preparing oxazolidinone antibacterial agent Linezolid including key intermediates of oxazolidinones comprising: reacting 3-fluoro-4-morpholinyl aniline with R-epichlorohydrin; carbonylation to form oxazolidinone derivative; acetylation of (5R)-5-(chloromethyl)-3-(3-fluoro-4-morpholinophenyl-oxazolidin-2-one with sodium acetate to get novel intermediate; hydrolysis of (R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methyl acetate; mesylation of (R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methanol; reaction of (R)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methyl methane sulphonate with potassium phthalimide; hydrolysis of (S)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methyl phthalimide with hydrazine hydrate; acetylation of (S)-3-(3-fluoro-4-morpholinophenyl)-2-oxo-5-oxazolidinyl methyl amine with acetic anhydride yields Linezolid in high yield.

Syntheses and antibacterial activity studies of new oxazolidinones from nitroso Diels-Alder chemistry

A series of novel oxazolidinone antibiotics having [2.2.1] and [2.2.2] bicyclic oxazine moieties at the C-5 side chain of the A-ring was synthesized by nitroso Diels-Alder reactions, from three linezolid analogs containing morpholine, piperazine and thiomorpholine, respectively, as the C-ring components. Subsequent N-O bond cleavage generated oxazolidinones with 4-amino cyclo-2-en-1-ol substituents. The in vitro antibacterial activities of these oxazolidinone analogs were evaluated.