(2S,3R)-3-amino-2-hydroxy-3-phenylpropanoic acid hydrochloride

• ChemBase ID: 176591
• Molecular Formular: C9H12ClNO3
• Molecular Mass: 217.64948
• Monoisotopic Mass: 217.05057093
• SMILES: N[C@@H]([C@H](O)C(=O)O)c1ccccc1.Cl
• Canonical SMILES: N[C@@H]([C@@H](C(=O)O)O)c1ccccc1.Cl
• InChI: InChI=1S/C9H11NO3.ClH/c10-7(8(11)9(12)13)6-4-2-1-3-5-6;/h1-5,7-8,11H,10H2,(H,12,13);1H/t7-,8+;/m1./s1
• InChIKey: OTJZSGZNPDLQAJ-WLYNEOFISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-3-amino-2-hydroxy-3-phenylpropanoic acid hydrochloride
• IUPAC Traditional name: (2S,3R)-3-amino-2-hydroxy-3-phenylpropanoic acid hydrochloride
• Synonyms: (αS,βR)-β-Amino-α-hydroxybenzenepropanoic Acid; (αS,βR)-β-Phenyl Isoserine Hydrochloride; (αS,βS)-β-Amino-α-hydroxybenzenepropanoic Acid; (αS,βS)-β-Phenyl Isoserine Hydrochloride

Database IDs

• CAS Number: 521059-43-8; 949459-75-0
• PubChem SID: 164232501
• PubChem CID: 71751628

CALCULATED PROPERTIES

• Acid pKa: 3.3391342
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.1063223
• LogD (pH = 7.4): -2.10913
• Log P: -2.1047745
• Molar Refractivity: 46.3238 cm^3
• Polarizability: 18.525484 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P335435

An intermediate for the synthesis of Paclitaxel, Docetaxel and their derivatives.

Toronto Research Chemicals - P335430

An intermediate for the synthesis of Paclitaxel, Docetaxel and their derivatives.

REFERENCES

• Ojima, I., et al.: Curr. Med. Chem., 6, 927 (1999)
• Duan, J., et al.: J. Med. Chem., 45, 4954 (1999)
• Ojima, I., et al.: Curr. Med. Chem., 6, 927 (1999)
• Duan, J., et al.: J. Med. Chem., 45, 4954 (1999)