(2R,3R)-3-amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol hydrochloride

• ChemBase ID: 160114
• Molecular Formular: C12H15ClF2N4O
• Molecular Mass: 304.7235064
• Monoisotopic Mass: 304.09024524
• SMILES: N[C@@H]([C@@](c1ccc(cc1F)F)(Cn1cncn1)O)C.Cl
• Canonical SMILES: Fc1ccc(c(c1)F)[C@]([C@H](N)C)(Cn1cncn1)O.Cl
• InChI: InChI=1S/C12H14F2N4O.ClH/c1-8(15)12(19,5-18-7-16-6-17-18)10-3-2-9(13)4-11(10)14;/h2-4,6-8,19H,5,15H2,1H3;1H/t8-,12-;/m1./s1
• InChIKey: WFFYUHIEUJKTFR-DAIXLEOSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-3-amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol hydrochloride
• IUPAC Traditional name: (2R,3R)-3-amino-2-(2,4-difluorophenyl)-1-(1,2,4-triazol-1-yl)butan-2-ol hydrochloride
• Synonyms: [R-(R*,R*)]-α-(1-Aminoethyl)-α-(2,4-difluorophenyl)-1H-1,2,4-triazole-1-ethanol Hydrochloride; (αR)-α-[(1R)-1-Aminoethyl]-α-(2,4-difluorophenyl)-1H-1,2,4-triazole-1-ethanol Hydrochloride

Database IDs

• PubChem SID: 162254249
• PubChem CID: 71313237

CALCULATED PROPERTIES

• Acid pKa: 12.719919
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.3206933
• LogD (pH = 7.4): -1.1968436
• Log P: 0.6374882
• Molar Refractivity: 77.4016 cm^3
• Polarizability: 24.73446 Å^3
• Polar Surface Area: 76.96 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide

DETAILS

Toronto Research Chemicals - A608930

Intermediate in the preparation of Albaconazole.

REFERENCES

• Bartroli, J., et al.: J. Med. Chem., 41, 1869 (1998)
• Ichikawa, T., et al.: Chem. Pharm. Bull., 49, 1110 (1998)