(4S)-6-methyl-4-phenyl-3,4-dihydro-2H-1-benzopyran-2-one

• ChemBase ID: 174154
• Molecular Formular: C16H14O2
• Molecular Mass: 238.28116
• Monoisotopic Mass: 238.09937969
• SMILES: c1c(cc2c(c1)OC(=O)C[C@H]2c1ccccc1)C
• Canonical SMILES: O=C1Oc2ccc(cc2[C@@H](C1)c1ccccc1)C
• InChI: InChI=1S/C16H14O2/c1-11-7-8-15-14(9-11)13(10-16(17)18-15)12-5-3-2-4-6-12/h2-9,13H,10H2,1H3/t13-/m0/s1
• InChIKey: SUHIZPDCJOQZLN-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-6-methyl-4-phenyl-3,4-dihydro-2H-1-benzopyran-2-one
• IUPAC Traditional name: (4S)-6-methyl-4-phenyl-3,4-dihydro-1-benzopyran-2-one
• Synonyms: (4S)-3,4-Dihydro-6-methyl-4-phenyl-2H-1-benzopyran-2-one; 6-Methyl-4-phenyl-3,4-dihydrocoumarin; (4S)-6-Methyl-4-phenylchroman-2-one

Database IDs

• CAS Number: 349547-18-8
• PubChem SID: 164230064
• PubChem CID: 930769

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.8204138
• LogD (pH = 7.4): 3.8204138
• Log P: 3.8204138
• Molar Refractivity: 70.1401 cm^3
• Polarizability: 27.23177 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - M326130

Intermediate in the production of Tolterodine.

REFERENCES

• Simon, F., et al.: J. Med. Chem., 41, 4819 (1998)