tert-butyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate

• ChemBase ID: 61511
• Molecular Formular: C12H19NO3
• Molecular Mass: 225.28416
• Monoisotopic Mass: 225.13649347
• SMILES: C(=O)(N1C2CC(=O)CC1CC2)OC(C)(C)C
• Canonical SMILES: O=C1CC2CCC(C1)N2C(=O)OC(C)(C)C
• InChI: InChI=1S/C12H19NO3/c1-12(2,3)16-11(15)13-8-4-5-9(13)7-10(14)6-8/h8-9H,4-7H2,1-3H3
• InChIKey: MENILFUADYEXNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate
• IUPAC Traditional name: tert-butyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate
• Synonyms: 3-Oxo-8-azabicyclo[3.2.1]octane-8-carboxylic Acid 1,1-Dimethylethyl Ester; 3-Oxo-8-azabicyclo[3.2.1]octane-8-carboxylic Acid tert-Butyl Ester; N-Boc-nortropin-3-one; N-Boc-nortropinone; tert-Butyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate; tert-Butyl 8-aza-3-oxobicyclo[3.2.1]octane-8-carboxylate; N-(tert-Butoxycarbonyl)nortropinone; 8-Azabicyclo[3.2.1]octan-3-one, N-BOC protected 97%

Database IDs

• CAS Number: 185099-67-6
• MDL Number: MFCD00673779
• PubChem SID: 162027252
• PubChem CID: 2794767

CALCULATED PROPERTIES

• Acid pKa: 18.852276
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.5986096
• LogD (pH = 7.4): 1.5986096
• Log P: 1.5986096
• Molar Refractivity: 59.0453 cm^3
• Polarizability: 23.380445 Å^3
• Polar Surface Area: 46.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 69 - 71°C; 69-71°C; 70-74°C
• Hydrophobicity(logP): 1.83

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT; Irritant/Corrosive
• TSCA Listed: false

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - B658750

A 8-azabicyclo[3.2.1]octane derivative useful as opioid receptor modulator.

REFERENCES

• Blier, P., et al.: J. Clin. Psychiat., 59, 16 (1998)
• Dunlop, J., et al.: J. Pharmacol. Toxicol., 40, 47 (1998)
• Takeuchi, K., et all.: Bioorg. Med. Chem. Lett., 13, 3939 (1998)
• Mewshaw, R., et al.: J. Med. Chem., 47, 3823 (1998)