benzyl 4-[(1Z)-(2-hydroxy-4-methoxyphenyl)(hydroxyimino)methyl]piperidine-1-carboxylate

• ChemBase ID: 173095
• Molecular Formular: C21H24N2O5
• Molecular Mass: 384.42566
• Monoisotopic Mass: 384.16852188
• SMILES: C1N(CCC(C1)/C(=N/O)/c1ccc(cc1O)OC)C(=O)OCc1ccccc1
• Canonical SMILES: O/N=C(\c1ccc(cc1O)OC)/C1CCN(CC1)C(=O)OCc1ccccc1
• InChI: InChI=1S/C21H24N2O5/c1-27-17-7-8-18(19(24)13-17)20(22-26)16-9-11-23(12-10-16)21(25)28-14-15-5-3-2-4-6-15/h2-8,13,16,24,26H,9-12,14H2,1H3/b22-20-
• InChIKey: OMXRTLYHQCREKX-XDOYNYLZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl 4-[(1Z)-(2-hydroxy-4-methoxyphenyl)(hydroxyimino)methyl]piperidine-1-carboxylate
• IUPAC Traditional name: benzyl 4-[(1Z)-(2-hydroxy-4-methoxyphenyl)(hydroxyimino)methyl]piperidine-1-carboxylate
• Synonyms: (Z)-4-[(Hydroxyimino)(2-hydroxy-4-methoxyphenyl)methyl]-1-piperidinecarboxylic Acid Phenylmethyl Ester; (Z)-2-(5-Methoxy)phenol 4-(N-Benzyloxycarbonyl)piperidinyl-methanone Oxime

Database IDs

• CAS Number: 84163-00-8
• PubChem SID: 164229005
• PubChem CID: 71750132

CALCULATED PROPERTIES

• Acid pKa: 7.46515
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.1316962
• LogD (pH = 7.4): 2.867676
• Log P: 3.136421
• Molar Refractivity: 104.9603 cm^3
• Polarizability: 40.369396 Å^3
• Polar Surface Area: 91.59 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 146-148°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M265320

Intermediate in the preparation of Risperidone derivatives.

REFERENCES

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