298891

(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone

99%

• Synonym(s): (4R,5S)-4-Methyl-5-phenyl-2-oxazolidinone
• Empirical Formula (Hill Notation): C₁₀H₁₁NO₂
• CAS Number: 77943-39-6
• Molecular Weight: 177.20
• Beilstein/REAXYS Number: 1211705
• MDL number: MFCD00010845
• UNSPSC Code: 12352005
• PubChem Substance ID: 24858003
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 99%
• form: solid
• optical activity: [α]18/D +168°, c = 2 in chloroform
• optical purity: ee: 98% (GLC)
• mp: 121-123 °C (lit.)
• SMILES string: C[C@H]1NC(=O)O[C@H]1c2ccccc2
• InChI: 1S/C10H11NO2/c1-7-9(13-10(12)11-7)8-5-3-2-4-6-8/h2-7,9H,1H3,(H,11,12)/t7-,9-/m1/s1
• InChI key: PPIBJOQGAJBQDF-VXNVDRBHSA-N

Description

Application

Evan′s chiral auxiliary (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone reacts with carboxylic acids to produce corresponding acyl derivatives in the presence of a diisopropylcarbodiimide reagent.[1] It can also employed in the preparation of N-sulfinyloxazolidinone reagent (chiral sulfinyl transfer reagent), which reacts with nucleophiles such as Grignard reagents, enolates, and metalated amides to produce the chiral sulfoxides, sulfinate esters, and sulfonamides.[2]

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)