(2S,3R)-2-amino-3-[3,4-bis(benzyloxy)phenyl]-3-hydroxypropanoic acid hydrochloride

• ChemBase ID: 166896
• Molecular Formular: C23H24ClNO5
• Molecular Mass: 429.89336
• Monoisotopic Mass: 429.13430055
• SMILES: c1(c(ccc(c1)[C@H]([C@H](N)C(=O)O)O)OCc1ccccc1)OCc1ccccc1.Cl
• Canonical SMILES: OC(=O)[C@H]([C@@H](c1ccc(c(c1)OCc1ccccc1)OCc1ccccc1)O)N.Cl
• InChI: InChI=1S/C23H23NO5.ClH/c24-21(23(26)27)22(25)18-11-12-19(28-14-16-7-3-1-4-8-16)20(13-18)29-15-17-9-5-2-6-10-17;/h1-13,21-22,25H,14-15,24H2,(H,26,27);1H/t21-,22+;/m0./s1
• InChIKey: QRDDBOMVDDCUHX-UMIAIAFLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-2-amino-3-[3,4-bis(benzyloxy)phenyl]-3-hydroxypropanoic acid hydrochloride
• IUPAC Traditional name: (2S,3R)-2-amino-3-[3,4-bis(benzyloxy)phenyl]-3-hydroxypropanoic acid hydrochloride
• Synonyms: DL-threo-3-[3,4-Bis(benzyloxy)phenyl)serine Hydrochloride; β-Hydroxy-3-(phenylmethoxy)-O-(phenylmethyl)-threo-DL-tyrosine Hydrochloride; 3,4-Di-O-benzyl DL-threo-Droxidopa Hydrochloride

Database IDs

• CAS Number: 73594-43-1
• PubChem SID: 162261029
• PubChem CID: 13279814

CALCULATED PROPERTIES

• Acid pKa: 1.4968674
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 1.0297238
• LogD (pH = 7.4): 1.0166608
• Log P: 1.0297625
• Molar Refractivity: 108.4754 cm^3
• Polarizability: 42.71859 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D417530

Protected DL-threo-Droxidopa, an antiparkinsonian.