[(3S,4R)-1-benzyl-4-(4-fluorophenyl)(6,6-2H2)piperidin-3-yl](2H2)methanol

• ChemBase ID: 161553
• Molecular Formular: C19H22FNO
• Molecular Mass: 299.3824832
• Monoisotopic Mass: 299.16854255
• SMILES: C1N(C[C@H]([C@@H](C1)c1ccc(cc1)F)CO)Cc1ccccc1
• Canonical SMILES: OC[C@@H]1CN(CC[C@H]1c1ccc(cc1)F)Cc1ccccc1
• InChI: InChI=1S/C19H22FNO/c20-18-8-6-16(7-9-18)19-10-11-21(13-17(19)14-22)12-15-4-2-1-3-5-15/h1-9,17,19,22H,10-14H2/t17-,19-/m0/s1
• InChIKey: AELJBFRPEBTCSA-HKUYNNGSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,4R)-1-benzyl-4-(4-fluorophenyl)(6,6-^2H₂)piperidin-3-yl](^2H₂)methanol
• IUPAC Traditional name: [(3S,4R)-1-benzyl-4-(4-fluorophenyl)(6,6-^2H₂)piperidin-3-yl](^2H₂)methanol
• Synonyms: (3S,4R)-4-(4-Fluorophenyl)-1-(phenylmethyl)-3-piperidinemethanol-d4; (-)-(3S,4R)-4-(4-Fluorophenyl)-1-(phenylmethyl)-3-piperidinemethanol-d4; (-)-trans-1-Benzyl-4-(4-fluorophenyl)-3-hydroxymethylpiperidine-d4; trans 1-Benzyl-4-(4-fluorophenyl)-3-piperidinemethanol-d4

Database IDs

• PubChem SID: 162255688
• PubChem CID: 46780733

CALCULATED PROPERTIES

• Acid pKa: 15.411448
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.023285532
• LogD (pH = 7.4): 1.5327021
• Log P: 3.2983847
• Molar Refractivity: 87.9042 cm^3
• Polarizability: 33.801834 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane
• Apperance: Off-White Thick Oil

DETAILS

Toronto Research Chemicals - B276672

Labelled Paroxetine intermediate.

REFERENCES

• Oefner, C., et al.: Chem. Biol., 6, 127 (1999)
• Bower, J., et al.: Org. Biomol. Chem., 4, 1868 (2006)