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

• ChemBase ID: 171543
• Molecular Formular: C29H37N3O6
• Molecular Mass: 523.62058
• Monoisotopic Mass: 523.26823592
• SMILES: C(C[C@H](N[C@H](C(=O)N1[C@@H](CN(C1=O)C)C(=O)OC(C)(C)C)C)C(=O)OCc1ccccc1)c1ccccc1
• Canonical SMILES: C[C@@H](C(=O)N1C(=O)N(C[C@H]1C(=O)OC(C)(C)C)C)N[C@H](C(=O)OCc1ccccc1)CCc1ccccc1
• InChI: InChI=1S/C29H37N3O6/c1-20(25(33)32-24(18-31(5)28(32)36)27(35)38-29(2,3)4)30-23(17-16-21-12-8-6-9-13-21)26(34)37-19-22-14-10-7-11-15-22/h6-15,20,23-24,30H,16-19H2,1-5H3/t20-,23-,24-/m0/s1
• InChIKey: JSROFURYAHZGNA-OYDLWJJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (4S)-3-[(2S)-2-{[(2S)-1-(benzyloxy)-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-(benzyloxy)-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylate
• Synonyms: 1-Methyl-2-oxo-3-[1-oxo-2-[[3-phenyl-1-[(phenylmethoxy)carbonyl]propyl]amino]propyl]-4-imidazolidinecarboxylic Acid 1,1-Dimethylethyl Ester; Imidaprilat Benzyl Ester, (Carbonylimidazolidine)tert-butyl Ester

Database IDs

• CAS Number: 89460-20-8
• PubChem SID: 164227453
• PubChem CID: 13477732

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.9314492
• LogD (pH = 7.4): 4.1065364
• Log P: 4.1092954
• Molar Refractivity: 141.6426 cm^3
• Polarizability: 55.985413 Å^3
• Polar Surface Area: 105.25 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Oil

DETAILS

Toronto Research Chemicals - I275060

Intermediate in the preparation of Imidaprilat

REFERENCES

• Kubota, H., et al.: Chem. Pharm. Bull., 40, 1619 (1992)