methyl (1S,3R,4S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1,4-dihydroxycyclohexane-1-carboxylate

• ChemBase ID: 162276
• Molecular Formular: C20H42O6Si2
• Molecular Mass: 434.71488
• Monoisotopic Mass: 434.25199213
• SMILES: C1[C@H]([C@@H]([C@@H](C[C@@]1(O)C(=O)OC)O[Si](C(C)(C)C)(C)C)O)O[Si](C(C)(C)C)(C)C
• Canonical SMILES: COC(=O)[C@]1(O)C[C@@H](O[Si](C(C)(C)C)(C)C)[C@H]([C@@H](C1)O[Si](C(C)(C)C)(C)C)O
• InChI: InChI=1S/C20H42O6Si2/c1-18(2,3)27(8,9)25-14-12-20(23,17(22)24-7)13-15(16(14)21)26-28(10,11)19(4,5)6/h14-16,21,23H,12-13H2,1-11H3/t14-,15-,16-,20+/m1/s1
• InChIKey: DBNMGEIRSATOJZ-NLDJYOPPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,3R,4S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1,4-dihydroxycyclohexane-1-carboxylate
• IUPAC Traditional name: methyl (1S,3R,4S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1,4-dihydroxycyclohexane-1-carboxylate
• Synonyms: [1R-(1α,3α,4α,5β)]-3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,4-dihydroxy-cyclohexanecarboxylic Acid Methyl Ester; (1α,3R,4α,5R)-3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1,4-dihydroxy-cyclohexanecarboxylic Acid Methyl Ester

Database IDs

• CAS Number: 135711-62-5
• PubChem SID: 162256411
• PubChem CID: 11797118

CALCULATED PROPERTIES

• Acid pKa: 12.158681
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.6992
• LogD (pH = 7.4): 2.6991925
• Log P: 2.6992
• Molar Refractivity: 104.1705 cm^3
• Polarizability: 46.137363 Å^3
• Polar Surface Area: 85.22 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: CD3OD; CDCl3

DETAILS

Toronto Research Chemicals - B429825

Used in the preparation of Vitamin D compounds.