87508-42-7

Basic information

• Product Name: N-Phenyl-(5R)-hydroxyMethyl-2-oxazolidinone
• Synonyms: N-Phenyl-(5R)-hydroxyMethyl-2-oxazolidinone;(5R)-5-(hydroxymethyl)-3-phenyl-1,3-oxazolidin-2-one
• CAS NO: 87508-42-7
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.19924
• Mol File: 87508-42-7.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-Phenyl-(5R)-hydroxyMethyl-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: N-Phenyl-(5R)-hydroxyMethyl-2-oxazolidinone(87508-42-7)
• EPA Substance Registry System: N-Phenyl-(5R)-hydroxyMethyl-2-oxazolidinone(87508-42-7)

Safety Data

• Hazardous Substances Data: 87508-42-7(Hazardous Substances Data)

Upstream product

• 87508-50-7 (R)-3-(phenylamino)-1,2-propanediol 
• 105-58-8 Diethyl carbonate 
• 3422-02-4 N-(benzyloxycarbonyl)aniline 
• 60456-26-0 (R)-glycidyl butyrate 
• 62-53-3 aniline 
• 239438-40-5 C₂₃H₂₄N₂O₆ 
• 239438-44-9 C₂₀H₂₀N₂O₆ 
• 29218-21-1 5-(hydroxymethyl)-3-phenyl-2-oxooxazolidine 
• 2603-10-3 N-phenyl methyl carbamate 
• 124-38-9 carbon dioxide 

Downstream Products

• 104392-60-1 (R)-<5-(hydroxymethyl)-3-phenyl-2-oxooxazolidinyl>-methyl 4-methylbenzenesulfonate 
• 150880-20-9 Methanesulfonic acid (R)-2-oxo-3-phenyl-oxazolidin-5-ylmethyl ester 
• 918543-48-3 (R)-2-oxo-3-phenyloxazolidine-5-carboxylic acid 
• 1066876-06-9 2-oxo-3-phenyl-oxazolidine-5-carbonyl chloride 
• 919081-52-0 2-oxo-3-phenyl-oxazolidine-5-carboxylic acid {1-benzyl-2-hydroxy-3-[isobutyl-(4-nitro-benzenesulfonyl)-amino]-propyl}-amide 
• 96800-17-8 (S)-N-<<3-phenyl-2-oxo-5-oxazolidinyl>methyl>acetamide 
• 96800-34-9 (R)-(3-phenyl-2-oxo-5-oxazolidinyl)methyl azide 
• 96800-11-2 (S)-N-<<3-<4-(chlorosulfonyl)phenyl>2-oxo-5-oxazolidinyl>methyl> acetamide 
• 121373-19-1 (R)-5-(fluoromethyl)-3-phenyl-2-oxooxazolidine 
• 87508-45-0 (R)-4-[5-(hydroxymethyl)-2-oxo-3-oxazolidinyl]benzenesulfonamide 
• 104392-66-7 (R)-2-<(3-phenyl-2-oxo-5-oxazolidinyl)methyl>phthalimide 

Relevant articles and documents

Stereocontrolled, Divergent, Al(lll)-Catalyzed Coupling of Chiral N-Aryl Epoxy Amines and CO2

A divergent coupling reaction was achieved between N-aryl epoxy amines and CO2. By using two different cocatalysts, tetrabutylammonium iodide (TBAI) or 4-dimethylaminopyridine (DMAP) together with an Al(III) Lewis acid, cyclic carbonates or oxazolidinones were selectively produced through two distinct reaction pathways, respectively. The proposed reaction mechanism was supported by the stereochemical determination of the products. A gram-scale production of Linezolid was successfully achieved.

Preparation of N-aryl-5r-hydroxymethyl-2-oxazolidinones from N-aryl carbamates: N-phenyl-(5R)-hydroxymethyl-2-oxazolidinone: [2-Oxazolidinone, 5-(Hydroxymethyl)-3-phenyl-, (5R)-]

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Antibacterials. Synthesis and structure-activity studies of 3-aryl-2-oxooxazolidines. 1. The 'B' group

The synthesis and structure/activity studies of the effect of varying the 'B' group in a series of oxazolidinone antibacterials (I) are described. Two synthetic routes were used: (1) alkylation of aniline with glycidol followed by dialkyl carbonate heterocyclization to afford I (A = H, B = OH), whose arene ring was further elaborated by using electrophilic aromatic substitution methodology; (2) cycloaddition of substituted aryl isocyanates with epoxides to give A and B with a variety of values. I with B = OH or Br were converted to other 'B' functionalities by using S(N)2 methodology. Antibacterial evaluation of compounds I with A = acetyl, isopropyl, methylthio, methylsulfinyl, methylsulfonyl, and sulfonamido and a variety of different 'B' groups against Staphylococcus aureus and Enterococcus faecalis concluded that the compounds with B = aminoacyl, and particularly acetamido, were the most active of those examined in each A series, possessing MICs in the range of 0.5-4 μg/mL for the most active compounds described.