4-methoxy-3,3-dimethyl-4-oxobutanoic acid

• ChemBase ID: 163661
• Molecular Formular: C7H12O4
• Molecular Mass: 160.16778
• Monoisotopic Mass: 160.07355886
• SMILES: C(=O)(C(CC(=O)O)(C)C)OC
• Canonical SMILES: COC(=O)C(CC(=O)O)(C)C
• InChI: InChI=1S/C7H12O4/c1-7(2,4-5(8)9)6(10)11-3/h4H2,1-3H3,(H,8,9)
• InChIKey: NENLLFGJFVVZEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methoxy-3,3-dimethyl-4-oxobutanoic acid
• IUPAC Traditional name: 4-methoxy-3,3-dimethyl-4-oxobutanoic acid
• Synonyms: 2,2-Dimethylbutanedioic Acid 1-Methyl Ester; 1-Methyl 2,2-Dimethylsuccinate; 3-Carbomethoxy-3-methylbutanoic Acid

Database IDs

• CAS Number: 32980-26-0
• PubChem SID: 162257796
• PubChem CID: 15039565

CALCULATED PROPERTIES

• Acid pKa: 4.331325
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.34887105
• LogD (pH = 7.4): -2.093555
• Log P: 0.84641165
• Molar Refractivity: 37.3816 cm^3
• Polarizability: 15.012891 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C176625

Used in the preparation of peptide amide as renin inhibitors.

REFERENCES

• Le Moal, H., et al.: Bull. Soc. Chimique de France, 4, 828 (1964)