benzyl 4-[(1E)-[(acetyloxy)imino](2-hydroxy-4-methoxyphenyl)methyl]piperidine-1-carboxylate

• ChemBase ID: 173096
• Molecular Formular: C23H26N2O6
• Molecular Mass: 426.46234
• Monoisotopic Mass: 426.17908656
• SMILES: C1N(CCC(C1)/C(=N\OC(=O)C)/c1ccc(cc1O)OC)C(=O)OCc1ccccc1
• Canonical SMILES: COc1ccc(c(c1)O)/C(=N/OC(=O)C)/C1CCN(CC1)C(=O)OCc1ccccc1
• InChI: InChI=1S/C23H26N2O6/c1-16(26)31-24-22(20-9-8-19(29-2)14-21(20)27)18-10-12-25(13-11-18)23(28)30-15-17-6-4-3-5-7-17/h3-9,14,18,27H,10-13,15H2,1-2H3/b24-22+
• InChIKey: PMFQQZXEPFQLSD-ZNTNEXAZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl 4-[(1E)-[(acetyloxy)imino](2-hydroxy-4-methoxyphenyl)methyl]piperidine-1-carboxylate
• IUPAC Traditional name: benzyl 4-[(1E)-[(acetyloxy)imino](2-hydroxy-4-methoxyphenyl)methyl]piperidine-1-carboxylate
• Synonyms: (E)-4-[[(Acetyloxy)imino](2-hydroxy-4-methoxyphenyl)methyl]-1-piperidinecarboxylic Acid Phenylmethyl Ester; (E)-2-(5-Methoxy)phenol 4-(N-Benzyloxycarbonyl)piperidinyl-methanone O-Acetyl Oxime

Database IDs

• CAS Number: 84163-48-4
• PubChem SID: 164229006
• PubChem CID: 71750133

CALCULATED PROPERTIES

• Acid pKa: 8.469512
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.2788353
• LogD (pH = 7.4): 3.244066
• Log P: 3.2793138
• Molar Refractivity: 114.1118 cm^3
• Polarizability: 44.14223 Å^3
• Polar Surface Area: 97.66 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - M265325

Intermediate in the preparation of Risperidone derivatives.

REFERENCES

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