(2R)-2-(aminooxy)-3-phenylpropanoic acid hydrobromide

• ChemBase ID: 87610
• Molecular Formular: C9H12BrNO3
• Molecular Mass: 262.10048
• Monoisotopic Mass: 261.00005525
• SMILES: OC(=O)[C@@H](Cc1ccccc1)ON.Br
• Canonical SMILES: NO[C@@H](C(=O)O)Cc1ccccc1.Br
• InChI: InChI=1S/C9H11NO3.BrH/c10-13-8(9(11)12)6-7-4-2-1-3-5-7;/h1-5,8H,6,10H2,(H,11,12);1H/t8-;/m1./s1
• InChIKey: YENJJZAVLSPBIZ-DDWIOCJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(aminooxy)-3-phenylpropanoic acid hydrobromide
• IUPAC Traditional name: (2R)-2-(aminooxy)-3-phenylpropanoic acid hydrobromide
• Synonyms: D-alpha-Aminoxy-beta-phenylpropionic acid hydrobromide; (2R)-2-(Aminooxy)-3-phenylpropanoic acid hydrobromide; (R)-α-(Aminooxy)benzenepropanoic Acid Hydrobromide; D-α-Aminoxy-β-phenylpropionic Acid Hydrobromide, 66% ee

Database IDs

• CAS Number: 73086-98-3
• MDL Number: MFCD01320369
• PubChem SID: 162074650
• PubChem CID: 44119299

CALCULATED PROPERTIES

• Acid pKa: 3.4882417
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.4878233
• LogD (pH = 7.4): -1.9629703
• Log P: 0.33222634
• Molar Refractivity: 47.5285 cm^3
• Polarizability: 18.598347 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Powder
• Melting Point: 152-154°C; 165-167°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant

DETAILS

Apollo Scientific Ltd - OR3245T

Useful intermediate for the synthesis of optically active amino acids.

Toronto Research Chemicals - A632450

Phenylalanine aminoxy analog.

REFERENCES

• Briggs, M.T., et al.: Bioorg. Chem., 9, 2138 (1979)