(4R)-4-benzyl-3-propanoyl-1,3-oxazolidin-2-one

• ChemBase ID: 70015
• Molecular Formular: C13H15NO3
• Molecular Mass: 233.2631
• Monoisotopic Mass: 233.10519335
• SMILES: O1C(=O)N([C@@H](C1)Cc1ccccc1)C(=O)CC
• Canonical SMILES: CCC(=O)N1C(=O)OC[C@H]1Cc1ccccc1
• InChI: InChI=1S/C13H15NO3/c1-2-12(15)14-11(9-17-13(14)16)8-10-6-4-3-5-7-10/h3-7,11H,2,8-9H2,1H3/t11-/m1/s1
• InChIKey: WHOBYFHKONUTMW-LLVKDONJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R)-4-benzyl-3-propanoyl-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4R)-4-benzyl-3-propanoyl-1,3-oxazolidin-2-one
• Synonyms: (R)-3-(1-Oxopropyl)-4-(phenylmethyl)-2-oxazolidinone; (-)-4-Benzyl-3-propionyl-2-oxazolidinone; (4R)-4-Benzyl-3-propionyloxazolidin-2-one; (4R)-4-Benzyl-3-propionyl-1,3-oxazolidin-2-one; (R)-3-(1-Oxopropyl)-4-benzyl-2-oxazolidinone; (R)-4-Benzyl-3-propionyl-1,3-oxazolidin-2-one; (R)-4-Benzyl-3-propionyl-oxazolidin-2-one; (R)-4-Benzyl-3-propionyloxazolidin-2-one; (4S)-4-Benzyl-2-oxo-3-propanoyl-1,3-oxazolidine; (4S)-4-Benzyl-3-propanoyl-1,3-oxazolidin-2-one; (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone; (R)-(-)-4-Benzyl-3-propionyl-2-oxazolidinone; (R)-(-)-4-苄基-3-丙酰基-2-噁唑烷酮

Database IDs

• CAS Number: 131685-53-5; 101711-78-8
• MDL Number: MFCD00269687; MFCD00269688
• PubChem SID: 162035740; 24869569
• PubChem CID: 10966403

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.4031994
• LogD (pH = 7.4): 2.4031994
• Log P: 2.4031994
• Molar Refractivity: 62.2478 cm^3
• Polarizability: 24.473927 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 42-44°C; 44-46 °C(lit.)
• Optical Rotation: [α]20/D -102°, c = 1 in ethanol

Safety Information

• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false

Product Information

• Purity: 95+%; 99%
• Optical Purity: ee: 99% (HPLC)
• Empirical Formula (Hill Notation): C13H15NO3

DETAILS

Sigma Aldrich - 459542

Packaging
1, 5, 25 g in glass bottle

Toronto Research Chemicals - B288705

Oxazolidinone derivative used in the preparation of anisomycin analogues as activators of the JNK/SAPK1 and p38/SAPK2 pathways.