methyl (3S,5S)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1-hydroxycyclohexane-1-carboxylate

• ChemBase ID: 162274
• Molecular Formular: C20H42O5Si2
• Molecular Mass: 418.71548
• Monoisotopic Mass: 418.25707751
• SMILES: C1[C@H](C[C@@H](CC1(O)C(=O)OC)O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: COC(=O)C1(O)C[C@H](C[C@@H](C1)O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C
• InChI: InChI=1S/C20H42O5Si2/c1-18(2,3)26(8,9)24-15-12-16(25-27(10,11)19(4,5)6)14-20(22,13-15)17(21)23-7/h15-16,22H,12-14H2,1-11H3/t15-,16-/m0/s1
• InChIKey: WNYWWPLFOPIFQS-HOTGVXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3S,5S)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1-hydroxycyclohexane-1-carboxylate
• IUPAC Traditional name: methyl (3S,5S)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1-hydroxycyclohexane-1-carboxylate
• Synonyms: (3S,5S)-3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-hydroxy-cyclohexanecarboxylic Acid Methyl Ester

Database IDs

• CAS Number: 139356-33-5
• PubChem SID: 162256409
• PubChem CID: 11825917

CALCULATED PROPERTIES

• Acid pKa: 12.203424
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.4238
• LogD (pH = 7.4): 3.423793
• Log P: 3.4238
• Molar Refractivity: 103.0734 cm^3
• Polarizability: 45.4913 Å^3
• Polar Surface Area: 64.99 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: CD3OD; CDCl3

DETAILS

Toronto Research Chemicals - B429815

Used in the preparation of Vitamin D compounds.