(4S)-3-acetyl-4-benzyl-1,3-oxazolidin-2-one

• ChemBase ID: 92246
• Molecular Formular: C12H13NO3
• Molecular Mass: 219.23652
• Monoisotopic Mass: 219.08954328
• SMILES: O1C(=O)N([C@H](C1)Cc1ccccc1)C(=O)C
• Canonical SMILES: CC(=O)N1C(=O)OC[C@@H]1Cc1ccccc1
• InChI: InChI=1S/C12H13NO3/c1-9(14)13-11(8-16-12(13)15)7-10-5-3-2-4-6-10/h2-6,11H,7-8H2,1H3/t11-/m0/s1
• InChIKey: YMVGXIZVSPMNPD-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-3-acetyl-4-benzyl-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S)-3-acetyl-4-benzyl-1,3-oxazolidin-2-one
• Synonyms: (S)-(+)-3-Acetyl-4-benzyl-2-oxazolidinone; (4R)-3-Acetyl-4-benzyl-1,3-oxazolidin-2-one; (s)-(+)-3-acetyl-4-benzyl-2-oxazolidinone; (S)-(+)-3-乙酰基-4-苄基-2-噁唑烷酮

Database IDs

• CAS Number: 132836-66-9
• MDL Number: MFCD00191701; MFCD00278768
• PubChem SID: 24866390; 162078944
• PubChem CID: 735929

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.7026637
• LogD (pH = 7.4): 1.7026637
• Log P: 1.7026637
• Molar Refractivity: 57.6209 cm^3
• Polarizability: 22.638113 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 104-106 °C(lit.)
• Optical Rotation: [α]20/D +110°, c = 1 in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%; 99%
• Empirical Formula (Hill Notation): C12H13NO3

DETAILS

Sigma Aldrich - 421642

Application
Versatile chiral auxiliary for asymmetric synthesis.1
Packaging
5 g in glass bottle