methyl 1-benzyl-4-oxopiperidine-3-carboxylate

• ChemBase ID: 161575
• Molecular Formular: C14H17NO3
• Molecular Mass: 247.28968
• Monoisotopic Mass: 247.12084341
• SMILES: C1CN(CC(C1=O)C(=O)OC)Cc1ccccc1
• Canonical SMILES: COC(=O)C1CN(CCC1=O)Cc1ccccc1
• InChI: InChI=1S/C14H17NO3/c1-18-14(17)12-10-15(8-7-13(12)16)9-11-5-3-2-4-6-11/h2-6,12H,7-10H2,1H3
• InChIKey: PHTILULPLFUXPS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-benzyl-4-oxopiperidine-3-carboxylate
• IUPAC Traditional name: methyl 1-benzyl-4-oxopiperidine-3-carboxylate
• Synonyms: 4-Oxo-1-(phenylmethyl)-3-piperidinecarboxylic Acid Methyl Ester; 1-Benzyl-4-oxo-nipecotic Acid Methyl Ester; 1-Benzyl-4-oxopiperidine-3-carboxylic Acid Methyl Ester; Methyl 1-Benzyl-4-oxo-3-piperidinecarboxylate; 1-Benzyl-3-(methoxycarbonyl)-4-piperidone

Database IDs

• CAS Number: 57611-47-9
• PubChem SID: 162255710
• PubChem CID: 107480

CALCULATED PROPERTIES

• Acid pKa: 11.005441
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.1916758
• LogD (pH = 7.4): 1.9813364
• Log P: 1.7781788
• Molar Refractivity: 68.1369 cm^3
• Polarizability: 26.694532 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - B285510

Intermediate in the production of fentanyl analogs

REFERENCES

• Dumaitre, B., et al.: J. Med. Chem., 39, 1635 (1996)