4-[(tert-butyldimethylsilyl)oxy]-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carbaldehyde

• ChemBase ID: 163272
• Molecular Formular: C16H23FO3Si
• Molecular Mass: 310.4359232
• Monoisotopic Mass: 310.14004935
• SMILES: c1cc(cc2c1OC(CC2O[Si](C(C)(C)C)(C)C)C=O)F
• Canonical SMILES: O=CC1CC(O[Si](C(C)(C)C)(C)C)c2c(O1)ccc(c2)F
• InChI: InChI=1S/C16H23FO3Si/c1-16(2,3)21(4,5)20-15-9-12(10-18)19-14-7-6-11(17)8-13(14)15/h6-8,10,12,15H,9H2,1-5H3
• InChIKey: DNHCMIFLXNNLDN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(tert-butyldimethylsilyl)oxy]-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carbaldehyde
• IUPAC Traditional name: 4-[(tert-butyldimethylsilyl)oxy]-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carbaldehyde
• Synonyms: 4-tert-Butyldimethylsilyloxy-6-fluoro-2-formyl-chroman; 4-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxaldehyde; 4-tert-Butyldimethylsilyloxy-6-fluoro-2-formyl-3,4-dihydro-2H-1-benzopyran (Mixture of Diastereomers)

Database IDs

• PubChem SID: 162257407
• PubChem CID: 57476939

CALCULATED PROPERTIES

• Acid pKa: 13.702894
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.2315
• LogD (pH = 7.4): 3.2314997
• Log P: 3.2315
• Molar Refractivity: 76.8727 cm^3
• Polarizability: 32.067062 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - B691415

Intermediate in the preparation of hydroxylated Nebivolol metabolites.