(1S)-2-(benzylamino)-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethan-1-ol

• ChemBase ID: 161401
• Molecular Formular: C18H20FNO2
• Molecular Mass: 301.3553032
• Monoisotopic Mass: 301.14780711
• SMILES: c1c(cc2c(c1)O[C@H](CC2)[C@H](CNCc1ccccc1)O)F
• Canonical SMILES: O[C@H]([C@H]1CCc2c(O1)ccc(c2)F)CNCc1ccccc1
• InChI: InChI=1S/C18H20FNO2/c19-15-7-9-17-14(10-15)6-8-18(22-17)16(21)12-20-11-13-4-2-1-3-5-13/h1-5,7,9-10,16,18,20-21H,6,8,11-12H2/t16-,18+/m0/s1
• InChIKey: UWHPUMRASBVSQY-FUHWJXTLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-2-(benzylamino)-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethan-1-ol
• IUPAC Traditional name: (1S)-2-(benzylamino)-1-[(2R)-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl]ethanol
• Synonyms: (1S,2R)-α-(N-Benzylaminomethyl)-6-fluoro-chroman-2-methanol; (1S)-1-((2R)-6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-[(phenylmethyl)amino]ethanol; (αS,2R)-6-Fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-2H-1-benzopyran-2-methanol; (1S,2R)-2-(2-Benzylamino-1-hydroxyethyl)-6-fluorochromane

Database IDs

• CAS Number: 129050-27-7
• PubChem SID: 162255536
• PubChem CID: 24994543

CALCULATED PROPERTIES

• Acid pKa: 13.821997
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.18428434
• LogD (pH = 7.4): 1.6400045
• Log P: 3.2322354
• Molar Refractivity: 83.6179 cm^3
• Polarizability: 32.635227 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - B225935

(-)-Nebivolol intermediate.