(5S)-5,7-bis[(tert-butyldimethylsilyl)oxy]-4,4-dimethylheptan-3-one

• ChemBase ID: 162213
• Molecular Formular: C21H46O3Si2
• Molecular Mass: 402.75914
• Monoisotopic Mass: 402.2985484
• SMILES: C(C(=O)C([C@H](CCO[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)(C)C)C
• Canonical SMILES: CCC(=O)C([C@@H](O[Si](C(C)(C)C)(C)C)CCO[Si](C(C)(C)C)(C)C)(C)C
• InChI: InChI=1S/C21H46O3Si2/c1-14-17(22)21(8,9)18(24-26(12,13)20(5,6)7)15-16-23-25(10,11)19(2,3)4/h18H,14-16H2,1-13H3/t18-/m0/s1
• InChIKey: UJQYSULRVHITNL-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5,7-bis[(tert-butyldimethylsilyl)oxy]-4,4-dimethylheptan-3-one
• IUPAC Traditional name: (5S)-5,7-bis[(tert-butyldimethylsilyl)oxy]-4,4-dimethylheptan-3-one
• Synonyms: (5S)-5,7-Bis-{[tert-butyldimethylsilyl)oxy]}-4,4-dimethylheptan-3-one; (-)-(S)-5,7-Bis[(tert-butyldimethylsilyl)oxy]-4,4-dimethylheptan-3-one

Database IDs

• CAS Number: 187527-25-9
• PubChem SID: 162256348
• PubChem CID: 9909110

CALCULATED PROPERTIES

• Acid pKa: 19.732944
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.6673
• LogD (pH = 7.4): 6.6673
• Log P: 6.6673
• Molar Refractivity: 106.8229 cm^3
• Polarizability: 46.728085 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Hexane
• Apperance: Colourless Oil

REFERENCES

• Hutt, O., et al.: Bioorg. Med. Chem. Lett., 18, 4904 (2008)