methyl (3R)-3-amino-3-phenylpropanoate

• ChemBase ID: 173287
• Molecular Formular: C10H13NO2
• Molecular Mass: 179.21572
• Monoisotopic Mass: 179.09462866
• SMILES: C(=O)(C[C@@H](N)c1ccccc1)OC
• Canonical SMILES: COC(=O)C[C@H](c1ccccc1)N
• InChI: InChI=1S/C10H13NO2/c1-13-10(12)7-9(11)8-5-3-2-4-6-8/h2-6,9H,7,11H2,1H3/t9-/m1/s1
• InChIKey: XKIOBYHZFPTKCZ-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3R)-3-amino-3-phenylpropanoate
• IUPAC Traditional name: methyl (3R)-3-amino-3-phenylpropanoate
• Synonyms: (βS)-β-Amino-benzenepropanoic Acid Methyl Ester; (S)-Methyl 3-Amino-3-phenylpropanoate; L-β-Phenylalanine Methyl Ester; Methyl (3S)-3-Amino-3-phenylpropanoate

Database IDs

• CAS Number: 37088-66-7
• PubChem SID: 164229197
• PubChem CID: 788100

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.8400514
• LogD (pH = 7.4): -0.42646042
• Log P: 1.0196714
• Molar Refractivity: 49.7547 cm^3
• Polarizability: 19.980133 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Pale Yellow Low Melting Solid

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

REFERENCES

• Liu, Y.Y., et al.: Biocatal. Biotransform., 23, 89 (2005)
• Peukert, S., et al.: Bioorg. Med. Chem. Lett., 18, 1840 (2005)