(4S,5S)-4-methyl-5-phenyl-1,3-oxazolidin-2-one

• ChemBase ID: 75133
• Molecular Formular: C10H11NO2
• Molecular Mass: 177.19984
• Monoisotopic Mass: 177.0789786
• SMILES: O1[C@@H](c2ccccc2)[C@H](C)NC1=O
• Canonical SMILES: C[C@@H]1NC(=O)O[C@H]1c1ccccc1
• InChI: 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+/m0/s1
• InChIKey: PPIBJOQGAJBQDF-IONNQARKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-4-methyl-5-phenyl-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S,5S)-4-methyl-5-phenyl-1,3-oxazolidin-2-one
• Synonyms: (4S,5R)-(-)-4-Methyl-2-oxo-5-phenyl-1,3-oxazolidine; (4S,5R)-(-)-4-Methyl-5-phenyl-1,3-oxazolidin-2-one; (4S,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone; (4S-trans)-4-Methyl-5-phenyl-2-oxazolidinone; (4S,5S)-4-Methyl-5-phenyl-2-oxazolidinone

Database IDs

• CAS Number: 17097-67-5; 16251-45-9
• MDL Number: MFCD00066226
• PubChem SID: 162040051
• PubChem CID: 11095183

CALCULATED PROPERTIES

• Acid pKa: 12.913281
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8419691
• LogD (pH = 7.4): 1.8419679
• Log P: 1.8419691
• Molar Refractivity: 47.7188 cm^3
• Polarizability: 18.862381 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 121-123°C

Safety Information

• Storage Warning: Irritant

DETAILS

Toronto Research Chemicals - M320625

Intermediate in the preparation of pseudonorephedrine oxazolidinone derivatives

REFERENCES

• Kano, S., et al.: Chem. Pharm. Bull., 37, 2867 (1989)