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

• ChemBase ID: 161611
• Molecular Formular: C16H21NO3
• Molecular Mass: 275.34284
• Monoisotopic Mass: 275.15214354
• SMILES: C1(=O)OC[C@@H](N1C(=O)CCCCC)Cc1ccccc1
• Canonical SMILES: CCCCCC(=O)N1C(=O)OC[C@@H]1Cc1ccccc1
• InChI: InChI=1S/C16H21NO3/c1-2-3-5-10-15(18)17-14(12-20-16(17)19)11-13-8-6-4-7-9-13/h4,6-9,14H,2-3,5,10-12H2,1H3/t14-/m0/s1
• InChIKey: MRMYNRJBNYQKLZ-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-benzyl-3-hexanoyl-1,3-oxazolidin-2-one
• IUPAC Traditional name: (4S)-4-benzyl-3-hexanoyl-1,3-oxazolidin-2-one
• Synonyms: (4S)-3-(1-Oxohexyl)-4-(phenylmethyl)-2-oxazolidinone; (S)-4-Benzyl-3-hexanoyloxazolidin-2-one; (S)-4-Benzyl-3-hexanoyl-2-oxazolidinone

Database IDs

• CAS Number: 143965-32-6
• PubChem SID: 162255746
• PubChem CID: 10612452

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.7369056
• LogD (pH = 7.4): 3.7369056
• Log P: 3.7369056
• Molar Refractivity: 76.0508 cm^3
• Polarizability: 29.98865 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Colourless Oil

DETAILS

Toronto Research Chemicals - B279830

Intermediate in the preparation of Prostaglandin derivatives.

REFERENCES

• Levy, D., et al.: J. Med. Chem., 41, 199 (1998)
• Davies, S., et al.: Bioorg. Med. Chem. Lett., 13, 2709 (1998)