3-(benzyloxy)-2-bromo-4-methoxybenzoic acid

• ChemBase ID: 162760
• Molecular Formular: C15H13BrO4
• Molecular Mass: 337.16532
• Monoisotopic Mass: 335.9997209
• SMILES: c1c(c(c(c(c1)C(=O)O)Br)OCc1ccccc1)OC
• Canonical SMILES: COc1ccc(c(c1OCc1ccccc1)Br)C(=O)O
• InChI: InChI=1S/C15H13BrO4/c1-19-12-8-7-11(15(17)18)13(16)14(12)20-9-10-5-3-2-4-6-10/h2-8H,9H2,1H3,(H,17,18)
• InChIKey: MNQPGCQOYAYWKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(benzyloxy)-2-bromo-4-methoxybenzoic acid
• IUPAC Traditional name: 3-(benzyloxy)-2-bromo-4-methoxybenzoic acid
• Synonyms: 2-Bromo-4-methoxy-3-(phenylmethoxy)-benzoic Acid; 2-Bromo-3-benzyloxy-4-methoxybenzoic Acid

Database IDs

• CAS Number: 135586-17-3
• PubChem SID: 162256895
• PubChem CID: 359190

CALCULATED PROPERTIES

• Acid pKa: 3.3189118
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.6438189
• LogD (pH = 7.4): 0.38668576
• Log P: 3.808712
• Molar Refractivity: 78.476 cm^3
• Polarizability: 30.12432 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B680275

Taspine intermediate.

REFERENCES

• Zhang, J., et al.: Eur. J. Med. Chem., 45, 2798 (2010)