8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2,2-diphenylacetate

• ChemBase ID: 175661
• Molecular Formular: C21H23NO3
• Molecular Mass: 337.41222
• Monoisotopic Mass: 337.1677936
• SMILES: C12CCC(N1)CC(OC(=O)C(c1ccccc1)(O)c1ccccc1)C2
• Canonical SMILES: O=C(C(c1ccccc1)(c1ccccc1)O)OC1CC2CCC(C1)N2
• InChI: InChI=1S/C21H23NO3/c23-20(25-19-13-17-11-12-18(14-19)22-17)21(24,15-7-3-1-4-8-15)16-9-5-2-6-10-16/h1-10,17-19,22,24H,11-14H2
• InChIKey: HIIVXBCWDPCZJA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2,2-diphenylacetate
• IUPAC Traditional name: 8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2,2-diphenylacetate
• Synonyms: α-Hydroxy-α-phenylbenzeneacetic Acid (3-endo)-8-Azabicyclo[3.2.1]oct-3-yl Ester; N-Desmethyl Tropan-3α-yl-(2-hydroxy-2,2-diphenyl)acetate; 1αH,5αH-Nortropan-3α-ol Benzilate; Norglipin

Database IDs

• CAS Number: 16444-19-2
• PubChem SID: 164231571
• PubChem CID: 10427198

CALCULATED PROPERTIES

• Acid pKa: 11.334256
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.3671649
• LogD (pH = 7.4): -0.21527748
• Log P: 2.2915282
• Molar Refractivity: 95.289 cm^3
• Polarizability: 37.937756 Å^3
• Polar Surface Area: 58.56 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - N692000

Intermediate for the preparation of Trospium Chloride.