(3S,4R)-3-[4-(benzyloxy)-3-methoxyphenoxymethyl]-4-(4-fluorophenyl)-1-methylpiperidine

• ChemBase ID: 169238
• Molecular Formular: C27H30FNO3
• Molecular Mass: 435.5304032
• Monoisotopic Mass: 435.22097205
• SMILES: c1(c(ccc(c1)OC[C@H]1[C@@H](CCN(C1)C)c1ccc(cc1)F)OCc1ccccc1)OC
• Canonical SMILES: COc1cc(OC[C@@H]2CN(C)CC[C@H]2c2ccc(cc2)F)ccc1OCc1ccccc1
• InChI: InChI=1S/C27H30FNO3/c1-29-15-14-25(21-8-10-23(28)11-9-21)22(17-29)19-31-24-12-13-26(27(16-24)30-2)32-18-20-6-4-3-5-7-20/h3-13,16,22,25H,14-15,17-19H2,1-2H3/t22-,25-/m0/s1
• InChIKey: GVRONNVSYJRJGV-DHLKQENFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-3-[4-(benzyloxy)-3-methoxyphenoxymethyl]-4-(4-fluorophenyl)-1-methylpiperidine
• IUPAC Traditional name: (3S,4R)-3-[4-(benzyloxy)-3-methoxyphenoxymethyl]-4-(4-fluorophenyl)-1-methylpiperidine
• Synonyms: (3S,4R)-4-(4-Fluorophenyl)-3-[[3-methoxy-4-(phenylmethoxy)phenoxy]methyl]-1-methylpiperidine; (3S,4R)-4-(4-Fluorophenyl)-3-[[3-methoxy-4-(benzyloxy)phenoxy]methyl]-1-methylpiperidine

Database IDs

• CAS Number: 600135-83-9
• PubChem SID: 162263370
• PubChem CID: 29980458

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.2563438
• LogD (pH = 7.4): 3.945494
• Log P: 5.3171935
• Molar Refractivity: 125.0905 cm^3
• Polarizability: 48.485966 Å^3
• Polar Surface Area: 30.93 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Thick Brown Oil

DETAILS

Toronto Research Chemicals - F595765

An intermediate for the synthesis of Paroxetine and some major metabolites of Paroxetine.

REFERENCES

• Murray, M., et al.: Curr. Drug Metab., 1, 67 (2000)
• Segura, M., et al.: Bioorg. Chem., 31, 248 (2003)