benzyl (4S)-5-oxo-4-(3-oxobutyl)-1,3-oxazolidine-3-carboxylate

• ChemBase ID: 161704
• Molecular Formular: C15H17NO5
• Molecular Mass: 291.29918
• Monoisotopic Mass: 291.11067265
• SMILES: C1OC(=O)[C@@H](N1C(=O)OCc1ccccc1)CCC(=O)C
• Canonical SMILES: O=C(N1COC(=O)[C@@H]1CCC(=O)C)OCc1ccccc1
• InChI: InChI=1S/C15H17NO5/c1-11(17)7-8-13-14(18)21-10-16(13)15(19)20-9-12-5-3-2-4-6-12/h2-6,13H,7-10H2,1H3/t13-/m0/s1
• InChIKey: RPKGMGRUAUKSLB-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (4S)-5-oxo-4-(3-oxobutyl)-1,3-oxazolidine-3-carboxylate
• IUPAC Traditional name: benzyl (4S)-5-oxo-4-(3-oxobutyl)-1,3-oxazolidine-3-carboxylate
• Synonyms: (4S)-5-Oxo-4-(3-oxobutyl)-3-oxazolidinecarboxylic Acid Phenylmethyl Ester; (S)-3-Benzyloxycarbonyl-4-(3-oxobutyl)-5-oxazilidinone

Database IDs

• CAS Number: 89662-51-1
• PubChem SID: 162255839
• PubChem CID: 13985433

CALCULATED PROPERTIES

• Acid pKa: 18.674246
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.8685205
• LogD (pH = 7.4): 1.8685205
• Log P: 1.8685205
• Molar Refractivity: 73.0251 cm^3
• Polarizability: 28.97257 Å^3
• Polar Surface Area: 72.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 65-66°C

Safety Information

• Storage Condition: Refrigerator

REFERENCES

• Wallen, E., et al.: Bioorg. Med. Chem., 11, 3611 (2003)