methyl (1S,3R,4S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1-hydroxy-4-(1H-imidazole-1-carbothioyloxy)cyclohexane-1-carboxylate

• ChemBase ID: 162277
• Molecular Formular: C24H44N2O6SSi2
• Molecular Mass: 544.85196
• Monoisotopic Mass: 544.2458612
• SMILES: C1[C@H]([C@@H]([C@@H](C[C@@]1(O)C(=O)OC)O[Si](C(C)(C)C)(C)C)OC(=S)n1cncc1)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)OC(=S)n1cncc1
• InChI: InChI=1S/C24H44N2O6SSi2/c1-22(2,3)34(8,9)31-17-14-24(28,20(27)29-7)15-18(32-35(10,11)23(4,5)6)19(17)30-21(33)26-13-12-25-16-26/h12-13,16-19,28H,14-15H2,1-11H3/t17-,18-,19-,24+/m1/s1
• InChIKey: HCJCJYKQMGUNRM-PLOUGOBLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,3R,4S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1-hydroxy-4-(1H-imidazole-1-carbothioyloxy)cyclohexane-1-carboxylate
• IUPAC Traditional name: methyl (1S,3R,4S,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1-hydroxy-4-(imidazole-1-carbothioyloxy)cyclohexane-1-carboxylate
• Synonyms: [1R-(1α,3α,4α,5β)]-3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-hydroxy-4-(1H-imidazol-1-ylthioxomethoxy)-cyclohexanecarboxylic Acid Methyl Ester; (1α,3R,4α,5R)-3,5-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-1-hydroxy-4-(1H-imidazol-1-ylthioxomethoxy)-cyclohexanecarboxylic Acid Methyl Ester

Database IDs

• CAS Number: 139356-32-4
• PubChem SID: 162256412
• PubChem CID: 11387209

CALCULATED PROPERTIES

• Acid pKa: 12.193632
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.8858602
• LogD (pH = 7.4): 3.901785
• Log P: 3.902
• Molar Refractivity: 133.8068 cm^3
• Polarizability: 57.886406 Å^3
• Polar Surface Area: 92.04 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: CD3OD; CDCl3

DETAILS

Toronto Research Chemicals - B429830

Used in the preparation of Vitamin D compounds.