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

• ChemBase ID: 152735
• Molecular Formular: C13H15NO3
• Molecular Mass: 233.2631
• Monoisotopic Mass: 233.10519335
• SMILES: CCC(=O)N1[C@@H]([C@@H](OC1=O)c1ccccc1)C
• Canonical SMILES: CCC(=O)N1C(=O)O[C@H]([C@H]1C)c1ccccc1
• InChI: InChI=1S/C13H15NO3/c1-3-11(15)14-9(2)12(17-13(14)16)10-7-5-4-6-8-10/h4-9,12H,3H2,1-2H3/t9-,12-/m1/s1
• InChIKey: ZMRFZBKROHCLIL-BXKDBHETSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,5S)-4-methyl-5-phenyl-3-propanoyl-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4R,5S)-4-methyl-5-phenyl-3-propanoyl-1,3-oxazolidin-2-one
• Synonyms: (4R,5S)-4-Methyl-5-phenyl-3-propionyl-2-oxazolidinone; (4R,5S)-4-甲基-5-苯基-3-丙酰基-2-噁唑烷酮

Database IDs

• CAS Number: 77877-20-4
• MDL Number: MFCD00043400
• Beilstein Number: 3549741
• PubChem SID: 162246878; 24885705
• PubChem CID: 853442

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.5311134
• LogD (pH = 7.4): 2.5311134
• Log P: 2.5311134
• Molar Refractivity: 61.9116 cm^3
• Polarizability: 24.46952 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 109 °C; 228.2 °F
• Density: 1.161 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.530
• Optical Rotation: [α]20/D +42±1°, c = 2% in methylene chloride

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C13H15NO3

DETAILS

Sigma Aldrich - 68730

Other Notes
Chiral derivative of propionic acid used in highly enantioselective aldol, alkylation and acylation reactions 1,2
Packaging
1 mL in glass bottle