methyl (3S,4R)-1-benzyl-4-(4-fluorophenyl)-6-oxopiperidine-3-carboxylate

• ChemBase ID: 161551
• Molecular Formular: C20H20FNO3
• Molecular Mass: 341.3761032
• Monoisotopic Mass: 341.14272173
• SMILES: C1(=O)N(C[C@H]([C@@H](C1)c1ccc(cc1)F)C(=O)OC)Cc1ccccc1
• Canonical SMILES: COC(=O)[C@@H]1CN(Cc2ccccc2)C(=O)C[C@H]1c1ccc(cc1)F
• InChI: InChI=1S/C20H20FNO3/c1-25-20(24)18-13-22(12-14-5-3-2-4-6-14)19(23)11-17(18)15-7-9-16(21)10-8-15/h2-10,17-18H,11-13H2,1H3/t17-,18+/m0/s1
• InChIKey: HQCMRPPNDBQTRB-ZWKOTPCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S,4R)-1-benzyl-4-(4-fluorophenyl)-6-oxopiperidine-3-carboxylate
• IUPAC Traditional name: methyl (3S,4R)-1-benzyl-4-(4-fluorophenyl)-6-oxopiperidine-3-carboxylate
• Synonyms: (3S,4R)-4-(4-Fluorophenyl)-6-oxo-1-(phenylmethyl)-3-piperidinecarboxylic Acid Methyl Ester; trans 1-Benzyl-4-(4-fluorophenyl)-6-oxopiperidine-3-carboxylic Acid Methyl Ester

Database IDs

• CAS Number: 612095-72-4
• PubChem SID: 162255686
• PubChem CID: 29973270

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.9011793
• LogD (pH = 7.4): 2.9011796
• Log P: 2.9011796
• Molar Refractivity: 92.0832 cm^3
• Polarizability: 35.561882 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B276661

Paroxetine intermediate.

REFERENCES

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