[(3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl]methyl 4-methylbenzene-1-sulfonate

• ChemBase ID: 176169
• Molecular Formular: C20H24FNO3S
• Molecular Mass: 377.4728632
• Monoisotopic Mass: 377.14609285
• SMILES: [C@@H]1([C@@H](CCN(C1)C)c1ccc(cc1)F)COS(=O)(=O)c1ccc(cc1)C
• Canonical SMILES: CN1CC[C@H]([C@@H](C1)COS(=O)(=O)c1ccc(cc1)C)c1ccc(cc1)F
• InChI: InChI=1S/C20H24FNO3S/c1-15-3-9-19(10-4-15)26(23,24)25-14-17-13-22(2)12-11-20(17)16-5-7-18(21)8-6-16/h3-10,17,20H,11-14H2,1-2H3/t17-,20-/m0/s1
• InChIKey: LYVSPZZHZZMALL-PXNSSMCTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl]methyl 4-methylbenzene-1-sulfonate
• IUPAC Traditional name: [(3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl]methyl 4-methylbenzenesulfonate
• Synonyms: (3S,4R)-4-(4-Fluorophenyl)-1-methyl-3-piperidinemethanol Tosylate; (3S,4R)-4-(4-Fluorophenyl)-1-methyl-3-piperidinemethanol 3-(4-Methylbenzenesulfonate); Paroxol Tosylate

Database IDs

• CAS Number: 317323-77-6
• PubChem SID: 164232079
• PubChem CID: 9951646

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.4134887
• LogD (pH = 7.4): 3.1848168
• Log P: 4.1380234
• Molar Refractivity: 101.2343 cm^3
• Polarizability: 39.8577 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 117-118°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - P205850

Piperidine derivative intermediate for paroxetin preparation.

REFERENCES

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