(1R)-1-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethane-1,2-diol

• ChemBase ID: 167597
• Molecular Formular: C11H13FO3
• Molecular Mass: 212.2175232
• Monoisotopic Mass: 212.0848725
• SMILES: c1c(cc2c(c1)O[C@@H](CC2)[C@@H](CO)O)F
• Canonical SMILES: OC[C@H]([C@@H]1CCc2c(O1)ccc(c2)F)O
• InChI: InChI=1S/C11H13FO3/c12-8-2-4-10-7(5-8)1-3-11(15-10)9(14)6-13/h2,4-5,9,11,13-14H,1,3,6H2/t9-,11+/m1/s1
• InChIKey: GCGMAEKAEXMJNG-KOLCDFICSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-1-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethane-1,2-diol
• IUPAC Traditional name: (1R)-1-[(2S)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethane-1,2-diol
• Synonyms: (1R)-1-[(2S)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]-1,2-ethanediol; (1'R,2S)-2-(1',2'-Dihydroxyethyl)-6-fluorochromane

Database IDs

• CAS Number: 303176-39-8
• PubChem SID: 162261730
• PubChem CID: 11310379

CALCULATED PROPERTIES

• Acid pKa: 13.388592
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.1820638
• LogD (pH = 7.4): 1.1820633
• Log P: 1.1820638
• Molar Refractivity: 52.5732 cm^3
• Polarizability: 20.38011 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D449038

(+)-Nebivolol intermediate.

REFERENCES

• Howe, R., et al.: J. Med. Chem., 12, 452 (1969)
• De Cree, J., et al.: Angiol., 38, 440 (1969)