(1S)-1-[4-(benzyloxy)-3-nitrophenyl]-2-bromoethan-1-ol

• ChemBase ID: 161838
• Molecular Formular: C15H14BrNO4
• Molecular Mass: 352.17996
• Monoisotopic Mass: 351.01061993
• SMILES: c1(c(ccc(c1)[C@@H](CBr)O)OCc1ccccc1)[N+](=O)[O-]
• Canonical SMILES: BrC[C@H](c1ccc(c(c1)[N+](=O)[O-])OCc1ccccc1)O
• InChI: InChI=1S/C15H14BrNO4/c16-9-14(18)12-6-7-15(13(8-12)17(19)20)21-10-11-4-2-1-3-5-11/h1-8,14,18H,9-10H2/t14-/m1/s1
• InChIKey: HQGAJOFIQLBIIM-CQSZACIVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-1-[4-(benzyloxy)-3-nitrophenyl]-2-bromoethan-1-ol
• IUPAC Traditional name: (1S)-1-[4-(benzyloxy)-3-nitrophenyl]-2-bromoethanol
• Synonyms: (αS)-α-(Bromomethyl)-3-nitro-4-(phenylmethoxy)benzenemethanol; (S)-1-(4-Benzyloxy-3-nitrophenyl)-2-bromoethanol

Database IDs

• CAS Number: 193761-53-4
• PubChem SID: 162255973
• PubChem CID: 29944564

CALCULATED PROPERTIES

• Acid pKa: 13.455054
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.6224344
• LogD (pH = 7.4): 3.622434
• Log P: 3.6224344
• Molar Refractivity: 83.2714 cm^3
• Polarizability: 31.351732 Å^3
• Polar Surface Area: 75.28 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B287160

An intermediate in synthesis of (R,R)-Formoterol.

REFERENCES

• Murase, K., et al.: Chem. Pharm. Bull., 26, 1123 (1978)
• Trofast, J., et al.: Chirality, 3, 443 (1978)
• Anderson, G., et al.: Life Sci., 52, 2145 (1978)