benzyl N-(1-benzylpiperidin-4-yl)carbamate

• ChemBase ID: 161424
• Molecular Formular: C20H24N2O2
• Molecular Mass: 324.41676
• Monoisotopic Mass: 324.18377802
• SMILES: C1C(CCN(C1)Cc1ccccc1)NC(=O)OCc1ccccc1
• Canonical SMILES: O=C(NC1CCN(CC1)Cc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C20H24N2O2/c23-20(24-16-18-9-5-2-6-10-18)21-19-11-13-22(14-12-19)15-17-7-3-1-4-8-17/h1-10,19H,11-16H2,(H,21,23)
• InChIKey: VZHJWMOVSNSVSX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl N-(1-benzylpiperidin-4-yl)carbamate
• IUPAC Traditional name: benzyl N-(1-benzylpiperidin-4-yl)carbamate
• Synonyms: [1-(Phenylmethyl)-4-piperidinyl]carbamic Acid Phenylmethyl Ester; [1-(Benzyl)-4-piperidinyl]carbamic Acid Benzyl Ester; Benzyl (1-Benzylpiperidin-4-yl)carbamate; N-(Benzyloxycarbonyl)-1-benzylpiperidin-4-ylamine; 1-Benzyl-4-benzyloxycarbonylaminopiperidine

Database IDs

• CAS Number: 182223-53-6
• PubChem SID: 162255559
• PubChem CID: 10687441

CALCULATED PROPERTIES

• Acid pKa: 15.120174
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.41100365
• LogD (pH = 7.4): 2.1618178
• Log P: 3.2884312
• Molar Refractivity: 95.6625 cm^3
• Polarizability: 37.358665 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale-Yellow Solid

DETAILS

Toronto Research Chemicals - B232660

Intermediate used in the preparation p-38 kinase inhibitors and serotonin antagonists.

REFERENCES

• Schaus, J.M., et al.: J. Med. Chem., 41, 1943 (1998)