benzyl 4-(2-hydroxy-4-methoxybenzoyl)piperidine-1-carboxylate

• ChemBase ID: 173093
• Molecular Formular: C21H23NO5
• Molecular Mass: 369.41102
• Monoisotopic Mass: 369.15762284
• SMILES: C1N(CCC(C1)C(=O)c1ccc(cc1O)OC)C(=O)OCc1ccccc1
• Canonical SMILES: COc1ccc(c(c1)O)C(=O)C1CCN(CC1)C(=O)OCc1ccccc1
• InChI: InChI=1S/C21H23NO5/c1-26-17-7-8-18(19(23)13-17)20(24)16-9-11-22(12-10-16)21(25)27-14-15-5-3-2-4-6-15/h2-8,13,16,23H,9-12,14H2,1H3
• InChIKey: GBULKWPSVGWMNK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl 4-(2-hydroxy-4-methoxybenzoyl)piperidine-1-carboxylate
• IUPAC Traditional name: benzyl 4-(2-hydroxy-4-methoxybenzoyl)piperidine-1-carboxylate
• Synonyms: 4-(2-Hydroxy-4-methoxybenzoyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester; 4-(2-Hydroxy-4-methoxybenzoyl)-1-piperidinecarboxylic Acid Benzyl Ester; 2-(5-Methoxy)phenol 4-(N-Benzyloxycarbonyl)piperidinyl Ketone

Database IDs

• CAS Number: 84162-91-4
• PubChem SID: 164229003
• PubChem CID: 13076396

CALCULATED PROPERTIES

• Acid pKa: 10.028381
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.7769284
• LogD (pH = 7.4): 3.7759283
• Log P: 3.776941
• Molar Refractivity: 101.1386 cm^3
• Polarizability: 39.010406 Å^3
• Polar Surface Area: 76.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Brown Oil

DETAILS

Toronto Research Chemicals - M265310

Intermediate in the preparation of Risperidone derivatives.

REFERENCES

• Strupczewski, J., et al.: J. Med. Chem., 28, 761 (1985)