tert-butyl 4-(2,3-dimethoxybenzoyl)piperidine-1-carboxylate

• ChemBase ID: 162492
• Molecular Formular: C19H27NO5
• Molecular Mass: 349.42138
• Monoisotopic Mass: 349.18892297
• SMILES: c1c(c(c(cc1)C(=O)C1CCN(CC1)C(=O)OC(C)(C)C)OC)OC
• Canonical SMILES: COc1c(OC)cccc1C(=O)C1CCN(CC1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C19H27NO5/c1-19(2,3)25-18(22)20-11-9-13(10-12-20)16(21)14-7-6-8-15(23-4)17(14)24-5/h6-8,13H,9-12H2,1-5H3
• InChIKey: ASGQPSLNQQAJOW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 4-(2,3-dimethoxybenzoyl)piperidine-1-carboxylate
• IUPAC Traditional name: tert-butyl 4-(2,3-dimethoxybenzoyl)piperidine-1-carboxylate
• Synonyms: 4-(2,3-Dimethoxybenzoyl)-1-piperidinecarboxylic Acid 1,1-Dimethylethyl Ester; N-Boc-(2,3-dimethoxyphenyl)-4-piperidinylmethanone

Database IDs

• CAS Number: 139290-71-4
• PubChem SID: 162256627
• PubChem CID: 46780868

CALCULATED PROPERTIES

• Acid pKa: 15.662817
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.6023219
• LogD (pH = 7.4): 2.6023219
• Log P: 2.6023219
• Molar Refractivity: 94.8139 cm^3
• Polarizability: 36.87226 Å^3
• Polar Surface Area: 65.07 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B648485

An intermediate in the preparation of serotonin 5-HT2a receptor antagonists

REFERENCES

• Ullrich, T., et al.: Bioorg. Med. Chem., 8, 2427 (2000)