1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate

• ChemBase ID: 162628
• Molecular Formular: C11H17NO5
• Molecular Mass: 243.25638
• Monoisotopic Mass: 243.11067265
• SMILES: C1C(=O)CN(C1C(=O)OC)C(=O)OC(C)(C)C
• Canonical SMILES: COC(=O)C1CC(=O)CN1C(=O)OC(C)(C)C
• InChI: InChI=1S/C11H17NO5/c1-11(2,3)17-10(15)12-6-7(13)5-8(12)9(14)16-4/h8H,5-6H2,1-4H3
• InChIKey: UPBHYYJZVWZCOZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
• IUPAC Traditional name: 1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate
• Synonyms: (2S)-4-Oxo-1,2-pyrrolidinedicarboxylic Acid 1-(1,1-Dimethylethyl) 2-Methyl Ester; (2S)-4-Oxopyrrolidine-1,2-dicarboxylate; tert-Butyl (2S)-2-(Methoxycarbonyl)-4-oxopyrrolidine-1-carboxylate; (2S)-1-Boc-4-oxo-proline Methyl Ester

Database IDs

• CAS Number: 102195-80-2
• PubChem SID: 162256763
• PubChem CID: 4251853

CALCULATED PROPERTIES

• Acid pKa: 15.292324
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.6720988
• LogD (pH = 7.4): 0.6720988
• Log P: 0.6720988
• Molar Refractivity: 58.0635 cm^3
• Polarizability: 23.137419 Å^3
• Polar Surface Area: 72.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMF; Ethyl Acetate
• Apperance: Yellow Solid

REFERENCES

• Kamal, A., et al.: Bioorg. Med. Chem., 17, 1557 (2009)