(R)-(6-methoxyquinolin-4-yl)[(2S,4S)-5-oxo-1-azabicyclo[2.2.2]octan-2-yl]methyl acetate

• ChemBase ID: 176091
• Molecular Formular: C20H22N2O4
• Molecular Mass: 354.39968
• Monoisotopic Mass: 354.15795719
• SMILES: c12c(ccc(c1)OC)nccc2[C@H]([C@@H]1C[C@H]2C(=O)CN1CC2)OC(=O)C
• Canonical SMILES: COc1ccc2c(c1)c(ccn2)[C@H]([C@@H]1C[C@@H]2CCN1CC2=O)OC(=O)C
• InChI: InChI=1S/C20H22N2O4/c1-12(23)26-20(18-9-13-6-8-22(18)11-19(13)24)15-5-7-21-17-4-3-14(25-2)10-16(15)17/h3-5,7,10,13,18,20H,6,8-9,11H2,1-2H3/t13-,18-,20+/m0/s1
• InChIKey: JYRRDLVMUWTZKM-YHJVDBJQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (R)-(6-methoxyquinolin-4-yl)[(2S,4S)-5-oxo-1-azabicyclo[2.2.2]octan-2-yl]methyl acetate
• IUPAC Traditional name: (R)-(6-methoxyquinolin-4-yl)[(1S,2S,4S)-5-oxo-1-azabicyclo[2.2.2]octan-2-yl]methyl acetate
• Synonyms: 3-Oxo-3-desvinylquinine 9-Acetate

Database IDs

• PubChem SID: 164232001
• PubChem CID: 29986194

CALCULATED PROPERTIES

• Acid pKa: 18.178755
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.8746792
• LogD (pH = 7.4): 1.8443154
• Log P: 1.8892487
• Molar Refractivity: 95.1433 cm^3
• Polarizability: 38.77209 Å^3
• Polar Surface Area: 68.73 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - O870020

Intermediate for the preparation of 3-Hydroxy Quinine.