tert-butyl (4S)-3-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylate

• ChemBase ID: 171545
• Molecular Formular: C24H35N3O6
• Molecular Mass: 461.5512
• Monoisotopic Mass: 461.25258586
• SMILES: c1(CC[C@H](N[C@H](C(=O)N2[C@@H](CN(C2=O)C)C(=O)OC(C)(C)C)C)C(=O)OCC)ccccc1
• Canonical SMILES: CCOC(=O)[C@@H](N[C@H](C(=O)N1[C@@H](CN(C1=O)C)C(=O)OC(C)(C)C)C)CCc1ccccc1
• InChI: InChI=1S/C24H35N3O6/c1-7-32-21(29)18(14-13-17-11-9-8-10-12-17)25-16(2)20(28)27-19(15-26(6)23(27)31)22(30)33-24(3,4)5/h8-12,16,18-19,25H,7,13-15H2,1-6H3/t16-,18-,19-/m0/s1
• InChIKey: YCHKNKZKPFFKEV-WDSOQIARSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (4S)-3-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylate
• IUPAC Traditional name: tert-butyl (4S)-3-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylate
• Synonyms: (4S)-3-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1-methyl-2-oxo-4-Imidazolidinecarboxylic Acid 1,1-Dimethylethyl Ester; Imidapril tert-Butyl Ester

Database IDs

• CAS Number: 89371-38-0
• PubChem SID: 164227455
• PubChem CID: 14801864

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.5636067
• LogD (pH = 7.4): 2.738868
• Log P: 2.7416303
• Molar Refractivity: 121.7786 cm^3
• Polarizability: 48.26566 Å^3
• Polar Surface Area: 105.25 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - I275070

Intermediate in the preparation of Imidaprilat

REFERENCES

• Hayashi, K., et al.: J. Med. Chem., 32, 289 (1989)
• Kubota, H., et al.: Chem. Pharm. Bull., 39, 1374 (1989)