[(3S,4R)-1-benzyl-4-(4-fluorophenyl)piperidin-3-yl]methyl methanesulfonate

• ChemBase ID: 161548
• Molecular Formular: C20H24FNO3S
• Molecular Mass: 377.4728632
• Monoisotopic Mass: 377.14609285
• SMILES: C1N(C[C@H]([C@@H](C1)c1ccc(cc1)F)COS(=O)(=O)C)Cc1ccccc1
• Canonical SMILES: Fc1ccc(cc1)[C@@H]1CCN(C[C@H]1COS(=O)(=O)C)Cc1ccccc1
• InChI: InChI=1S/C20H24FNO3S/c1-26(23,24)25-15-18-14-22(13-16-5-3-2-4-6-16)12-11-20(18)17-7-9-19(21)10-8-17/h2-10,18,20H,11-15H2,1H3/t18-,20-/m0/s1
• InChIKey: ADWQMOLEYNRWBF-ICSRJNTNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,4R)-1-benzyl-4-(4-fluorophenyl)piperidin-3-yl]methyl methanesulfonate
• IUPAC Traditional name: [(3S,4R)-1-benzyl-4-(4-fluorophenyl)piperidin-3-yl]methyl methanesulfonate
• Synonyms: (3S,4R)-4-(4-Fluorophenyl)-1-(phenylmethyl)-3-methanesulfonate-3-piperidinemethanol; trans 1-Benzyl-4-(4-fluorophenyl)-3-methylsulfonatepiperidine

Database IDs

• CAS Number: 201855-71-2
• PubChem SID: 162255683
• PubChem CID: 11314912

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.23274346
• LogD (pH = 7.4): 1.9475296
• Log P: 3.2345488
• Molar Refractivity: 100.6567 cm^3
• Polarizability: 39.973713 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane
• Apperance: Colorless Thick Oil

DETAILS

Toronto Research Chemicals - B276650

Paroxetine intermediate.

REFERENCES

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