(4S)-4-benzyl-3-[(3,3,3-2H3)propanoyl]-1,3-oxazolidin-2-one

• ChemBase ID: 161931
• Molecular Formular: C13H15NO3
• Molecular Mass: 233.2631
• Monoisotopic Mass: 233.10519335
• SMILES: C1(=O)OC[C@@H](N1C(=O)CC)Cc1ccccc1
• 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-/m0/s1
• InChIKey: WHOBYFHKONUTMW-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-benzyl-3-[(3,3,3-^2H₃)propanoyl]-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S)-4-benzyl-3-[(3,3,3-^2H₃)propanoyl]-1,3-oxazolidin-2-one
• Synonyms: (4S)-3-(1-Oxopropyl)-4-(phenylmethyl)-2-oxazolidinone-d3; (+)-4-Benzyl-3-propionyl-2-oxazolidinone-d3; (4S)-4-Benzyl-3-propanoyloxazolidin-2-one-d3; (4S)-4-Benzyl-3-propionyl-1,3-oxazolidin-2-one-d3; (S)-N-Propionyl-4-benzyl-1,3-oxazolidin-2-one-d3; 3-[1-Oxopropyl]-4(S)-(phenylmethyl)-2-oxazolidinone-d3; (S)-4-Benzyl-3-propionyl-2-oxazolidinone-d3

Database IDs

• CAS Number: 156451-08-0
• PubChem SID: 162256066
• PubChem CID: 71313920

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

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colourless Solid

DETAILS

Toronto Research Chemicals - B288652

Intermediate in the preparation of labelled Albaconazole.

REFERENCES

• Tran, J., et al.: J. Med. Chem., 50, 6356 (2007)
• Gupta, S., et al.: ChemBioChem, 9, 1609 (2007)