benzyl (4S)-2,5-dioxo-4-(propan-2-yl)-1,3-oxazolidine-3-carboxylate

• ChemBase ID: 161768
• Molecular Formular: C14H15NO5
• Molecular Mass: 277.2726
• Monoisotopic Mass: 277.09502259
• SMILES: C1(=O)OC(=O)[C@@H](N1C(=O)OCc1ccccc1)C(C)C
• Canonical SMILES: CC([C@H]1C(=O)OC(=O)N1C(=O)OCc1ccccc1)C
• InChI: InChI=1S/C14H15NO5/c1-9(2)11-12(16)20-14(18)15(11)13(17)19-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/t11-/m0/s1
• InChIKey: PBXWOGVKYLPBQY-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl (4S)-2,5-dioxo-4-(propan-2-yl)-1,3-oxazolidine-3-carboxylate
• IUPAC Traditional name: benzyl (4S)-4-isopropyl-2,5-dioxo-1,3-oxazolidine-3-carboxylate
• Synonyms: (S)-4-(1-Methylethyl)-2,5-dioxo-3-oxazolidinecarboxylic Acid Phenylmethyl Ester; N-Cbz-L-valine N-Carboxyanhydride; (S)-3-(Benzyloxycarbonyl)-4-isopropyl-2,5-oxazolidinedione

Database IDs

• CAS Number: 158257-41-1
• PubChem SID: 162255903
• PubChem CID: 11065729

CALCULATED PROPERTIES

• Acid pKa: 15.252163
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.067572
• LogD (pH = 7.4): 3.067572
• Log P: 3.067572
• Molar Refractivity: 68.3879 cm^3
• Polarizability: 27.143976 Å^3
• Polar Surface Area: 72.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Tetrahydrofuran
• Apperance: White Solid