methyl (2R)-3-(4-methoxyphenyl)-2-methyl-2-(phenylformamido)propanoate

• ChemBase ID: 161143
• Molecular Formular: C19H21NO4
• Molecular Mass: 327.37434
• Monoisotopic Mass: 327.14705816
• SMILES: c1cc(ccc1C[C@](C(=O)OC)(NC(=O)c1ccccc1)C)OC
• Canonical SMILES: COC(=O)[C@@](Cc1ccc(cc1)OC)(NC(=O)c1ccccc1)C
• InChI: InChI=1S/C19H21NO4/c1-19(18(22)24-3,13-14-9-11-16(23-2)12-10-14)20-17(21)15-7-5-4-6-8-15/h4-12H,13H2,1-3H3,(H,20,21)/t19-/m1/s1
• InChIKey: LQQDNGJQNODLOJ-LJQANCHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-3-(4-methoxyphenyl)-2-methyl-2-(phenylformamido)propanoate
• IUPAC Traditional name: methyl (2R)-3-(4-methoxyphenyl)-2-methyl-2-(phenylformamido)propanoate
• Synonyms: N-Benzoyl-O,α-dimethyl-D-tyrosine Methyl Ester

Database IDs

• CAS Number: 172168-14-8
• PubChem SID: 162255278
• PubChem CID: 29972579

CALCULATED PROPERTIES

• Acid pKa: 15.123466
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1716247
• LogD (pH = 7.4): 3.1716247
• Log P: 3.1716247
• Molar Refractivity: 91.1762 cm^3
• Polarizability: 35.245018 Å^3
• Polar Surface Area: 64.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - B122100

An intermediate for the preparation of D-α-Methyltyrosine.

REFERENCES

• Obrecht, D., et al.: Helv. Chim. Acta, 78, 1567 (1995).