129263-15-6

Basic information

• Product Name: (+/-)-(4R,5R)-4-hydroxymethyl-5-phenyl-1,3-oxazolidin-2-one
• Synonyms: (+/-)-(4R,5R)-4-hydroxymethyl-5-phenyl-1,3-oxazolidin-2-one
• CAS NO: 129263-15-6
• Molecular Weight: 193.202
• Mol File: 129263-15-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (+/-)-(4R,5R)-4-hydroxymethyl-5-phenyl-1,3-oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-(4R,5R)-4-hydroxymethyl-5-phenyl-1,3-oxazolidin-2-one(129263-15-6)
• EPA Substance Registry System: (+/-)-(4R,5R)-4-hydroxymethyl-5-phenyl-1,3-oxazolidin-2-one(129263-15-6)

Safety Data

• Hazardous Substances Data: 129263-15-6(Hazardous Substances Data)

Upstream product

• 62941-99-5 (+/-)-methyl (4S,5R)-2-oxo-5-phenyl-1,3-oxazolidin-4-carboxylate 
• 129217-45-4 Benzoyl-carbamic acid 1-phenyl-allyl ester 
• 127870-51-3 2(R*),3-epoxy-1(S*)-phenylpropyl benzoylcarbamate 
• 127913-26-2 2(R*),3-epoxy-1(S*)-phenylpropan-1-ol 
• 4393-06-0 1-Phenyl-2-propen-1-ol 
• 38114-29-3 (+/-)-methyl (βR)-β-hydroxy-1-phenylalaninate 
• 127870-53-5 Benzoic acid (4R,5R)-2-oxo-5-phenyl-oxazolidin-4-ylmethyl ester 

Relevant articles and documents

Synthesis of all stereoisomers and some congeners of isocytoxazone

cis-Isocytoxazone 2a and trans-isocytoxazone 2b, structural isomers of the antiasthmatic agent cytoxazone (-)-1, and their 5-substituted congeners 23-28 have been prepared. Aldol reaction of para-substituted benzaldehydes with 7-chloro-1-methyl-5-phenyl-1,4-benzodiazepin-2-one, followed by separation of diastereomeric racemates afforded 3-10. Acid-catalyzed 1,4-benzodiazepine ring opening, and transformation of the methyl esters of β-aryl-β-hydroxy-α-amino acids (11-16) via 4-methoxycarbonyl derivatives of 1,3-oxazolidin-2-one (17-22) and their reduction afforded the target oxazolidin-2-one derivatives 23-28. Racemic isocytoxazones 2a and 2b were prepared by an independent route starting from 4-methoxystyrene epoxide. Pure enantiomers of these diastereomeric racemates were separated by HPLC chromatography on chiral stationary phases. Their CD spectra, along with those of previously prepared enantiomers of cis-cytoxazone 1a and trans-cytoxazone 1b are discussed.