(3S,5S)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-yl trifluoromethanesulfonate

• ChemBase ID: 162219
• Molecular Formular: C20H39F3O5SSi2
• Molecular Mass: 504.7518696
• Monoisotopic Mass: 504.20088307
• SMILES: C1[C@H](C[C@@H](C(=C1OS(=O)(=O)C(F)(F)F)C)O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: CC1=C(C[C@H](C[C@@H]1O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)OS(=O)(=O)C(F)(F)F
• InChI: InChI=1S/C20H39F3O5SSi2/c1-14-16(26-29(24,25)20(21,22)23)12-15(27-30(8,9)18(2,3)4)13-17(14)28-31(10,11)19(5,6)7/h15,17H,12-13H2,1-11H3/t15-,17+/m1/s1
• InChIKey: YOIMFEXPXGPPAD-WBVHZDCISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,5S)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-yl trifluoromethanesulfonate
• IUPAC Traditional name: (3S,5S)-3,5-bis[(tert-butyldimethylsilyl)oxy]-2-methylcyclohex-1-en-1-yl trifluoromethanesulfonate
• Synonyms: 1,1,1-Trifluoro-methanesulfonic Acid (3S,5S)-3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-1-cyclohexen-1-yl Ester; (3S,5S)-3,5-Bis(tert-butyldimethylsilyloxy)-2-methyl-1-cyclohexen-1-ol 1-Trifluoromethanesulfonate

Database IDs

• CAS Number: 189894-13-1
• PubChem SID: 162256354
• PubChem CID: 10577469

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 5.7064
• LogD (pH = 7.4): 5.7064
• Log P: 5.7064
• Molar Refractivity: 111.0478 cm^3
• Polarizability: 48.059826 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B415795

Intermediate in the preparation of Dihydroxyvitamin D3 and associated metabolites.

REFERENCES

• Lee, N., et al.: Biochem., 36, 9429 (1997)