1610529-96-8

Basic information

• Product Name: (4S,5R)-3-(2-fluoroacetyl)-4-methyl-5-phenyloxazolidin-2-one
• Synonyms: (4S,5R)-3-(2-fluoroacetyl)-4-methyl-5-phenyloxazolidin-2-one
• CAS NO: 1610529-96-8
• Molecular Weight: 237.231
• Mol File: 1610529-96-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4S,5R)-3-(2-fluoroacetyl)-4-methyl-5-phenyloxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-3-(2-fluoroacetyl)-4-methyl-5-phenyloxazolidin-2-one(1610529-96-8)
• EPA Substance Registry System: (4S,5R)-3-(2-fluoroacetyl)-4-methyl-5-phenyloxazolidin-2-one(1610529-96-8)

Safety Data

• Hazardous Substances Data: 1610529-96-8(Hazardous Substances Data)

Upstream product

• 16251-45-9 (4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one 
• 359-06-8 monofluoroacetyl chloride 

Downstream Products

• 1610530-09-0 tert-butyl (4R,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate 
• 1610530-13-6 tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate 
• 1610529-97-9 tert-butyl (4R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2-dimethyloxazolidine-3-carboxylate 
• 1610530-01-2 tert-butyl (4S)-4-{(1S,2R)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2-dimethyloxazolidine-3-carboxylate 

Relevant articles and documents

Synthetic routes towards fluorine-containing amino sugars: Synthesis of fluorinated analogues of tomosamine and 4-amino-4-deoxyarabinose

Fluorinated analogues of bioactive amino sugars are of high interest in medicinal chemistry. We developed a straightforward synthetic route towards this class of carbohydrates by applying a titanium-mediated aldol addition. Thus, two-carbon chain elongations of serine- and threonine-derived aldehydes with a chiral fluoroacetyl-oxazolidinone could be achieved in good yields and excellent diastereoselectivities to generate a fluorohydrin-containing carbon skeleton. A short deprotection sequence subsequently furnished the pyranoid forms of various 4-amino-2-fluoropentoses and -hexoses, respectively. The versatility of this strategy was demonstrated by the stereoselective synthesis of naturally abundant 4-amino-4-deoxyarabinose and 4-amino-4,6-dideoxygalactose (tomosamine). 4-Amino-2-fluoropentoses and -hexoses were prepared through two-carbon chain elongations by Ti-mediated aldol additions of serine- and threonine-derived amino aldehydes to fluoroacetyl-ephedrine-oxazolidinone. Excellent stereoselectivities were attained for matched-case fluorohydrins, which were deprotected in a short sequence. Copyright