3-(4-methoxyphenyl)-2-methyl-2-(phenylformamido)propanoic acid

• ChemBase ID: 161142
• Molecular Formular: C18H19NO4
• Molecular Mass: 313.34776
• Monoisotopic Mass: 313.13140809
• SMILES: c1cc(ccc1CC(NC(=O)c1ccccc1)(C)C(=O)O)OC
• Canonical SMILES: COc1ccc(cc1)CC(C(=O)O)(NC(=O)c1ccccc1)C
• InChI: InChI=1S/C18H19NO4/c1-18(17(21)22,12-13-8-10-15(23-2)11-9-13)19-16(20)14-6-4-3-5-7-14/h3-11H,12H2,1-2H3,(H,19,20)(H,21,22)
• InChIKey: VNUUAMGAOMITRA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-methoxyphenyl)-2-methyl-2-(phenylformamido)propanoic acid
• IUPAC Traditional name: 3-(4-methoxyphenyl)-2-methyl-2-(phenylformamido)propanoic acid
• Synonyms: N-Benzoyl-O,α-dimethyltyrosine; N-Benzoyl-O,α-dimethyl-DL-tyrosine

Database IDs

• CAS Number: 118024-43-4
• PubChem SID: 162255277
• PubChem CID: 15200014

CALCULATED PROPERTIES

• Acid pKa: 3.653444
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.1819441
• LogD (pH = 7.4): -0.29790795
• Log P: 3.0257306
• Molar Refractivity: 86.4071 cm^3
• Polarizability: 33.155003 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B122000

Used in the optical resolution of (+/-)-Metyrosine.

REFERENCES

• Saito, H., et al.: Agric. Biol. Chem., 52, 2349 (1988)