tert-butyl (4S)-1-methyl-2-oxoimidazolidine-4-carboxylate

• ChemBase ID: 173949
• Molecular Formular: C9H16N2O3
• Molecular Mass: 200.23494
• Monoisotopic Mass: 200.11609238
• SMILES: N1C(=O)N(C[C@H]1C(=O)OC(C)(C)C)C
• Canonical SMILES: O=C([C@H]1NC(=O)N(C1)C)OC(C)(C)C
• InChI: InChI=1S/C9H16N2O3/c1-9(2,3)14-7(12)6-5-11(4)8(13)10-6/h6H,5H2,1-4H3,(H,10,13)/t6-/m0/s1
• InChIKey: JHSLVEQWBDYFQN-LURJTMIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (4S)-1-methyl-2-oxoimidazolidine-4-carboxylate
• IUPAC Traditional name: tert-butyl (4S)-1-methyl-2-oxoimidazolidine-4-carboxylate
• Synonyms: (4S)-1-Methyl-2-oxo-4-imidazolidinecarboxylic Acid 1,1-Dimethylethyl Ester; (4S)-1-Methyl-2-oxo-4-imidazolidinecarboxylic Acid, tert-Butyl Ester

Database IDs

• CAS Number: 83056-79-5
• PubChem SID: 164229859
• PubChem CID: 13053976

CALCULATED PROPERTIES

• Acid pKa: 12.691437
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.025462665
• LogD (pH = 7.4): 0.025460726
• Log P: 0.02546269
• Molar Refractivity: 50.2683 cm^3
• Polarizability: 19.763334 Å^3
• Polar Surface Area: 58.64 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M320595

An intermediate in the preparation of Imidaprilat

REFERENCES

• Hayashi, K., et al.: J. Med. Chem., 32, 289 (1989)
• Fujita, M., et al.: Chem. Pharm. Bull., 46, 787 (1989)