(3R)-3-[4-(benzyloxy)phenyl]-2-(4-fluorophenyl)-2-azaspiro[3.5]nonane-1,7-dione

• ChemBase ID: 169194
• Molecular Formular: C27H24FNO3
• Molecular Mass: 429.4827632
• Monoisotopic Mass: 429.17402185
• SMILES: [C@@H]1(N(C(=O)C21CCC(=O)CC2)c1ccc(cc1)F)c1ccc(cc1)OCc1ccccc1
• Canonical SMILES: O=C1CCC2(CC1)C(=O)N([C@@H]2c1ccc(cc1)OCc1ccccc1)c1ccc(cc1)F
• InChI: InChI=1S/C27H24FNO3/c28-21-8-10-22(11-9-21)29-25(27(26(29)31)16-14-23(30)15-17-27)20-6-12-24(13-7-20)32-18-19-4-2-1-3-5-19/h1-13,25H,14-18H2/t25-/m1/s1
• InChIKey: YESSSWWEAQUWPJ-RUZDIDTESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-[4-(benzyloxy)phenyl]-2-(4-fluorophenyl)-2-azaspiro[3.5]nonane-1,7-dione
• IUPAC Traditional name: (3R)-3-[4-(benzyloxy)phenyl]-2-(4-fluorophenyl)-2-azaspiro[3.5]nonane-1,7-dione
• Synonyms: (R)-2-(4-Fluorophenyl)-3-[4-(phenylmethoxy)phenyl]-2-azaspiro[3.5]nonane-1,7-dione; (3R)-2-(4-Fluorophenyl)-3-[4-(phenylmethoxy)phenyl]-2-azaspiro[3.5]nonane-1,7-dione

Database IDs

• CAS Number: 194367-70-9
• PubChem SID: 162263326
• PubChem CID: 10646243

CALCULATED PROPERTIES

• Acid pKa: 18.807308
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 5.2968707
• LogD (pH = 7.4): 5.2968707
• Log P: 5.2968707
• Molar Refractivity: 119.4699 cm^3
• Polarizability: 46.218494 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate

DETAILS

Toronto Research Chemicals - F595420

Intermediate in the synthesis of a cholesterol absorption inhibitor.

REFERENCES

• Kambara, T. et al.; J. Org. Chem. 64, 9282 (1999)
• Wu, G. et al.; J. Org. Chem. 62, 6412 (1997)