(1S,2R,5S,10R,11S,12S,14S,15S)-12,14-bis[(tert-butyldimethylsilyl)oxy]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-ol

• ChemBase ID: 162205
• Molecular Formular: C31H58O3Si2
• Molecular Mass: 534.96142
• Monoisotopic Mass: 534.39244878
• SMILES: C1[C@@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3[C@H](C[C@@H]1O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)C)O
• Canonical SMILES: O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3[C@H](C[C@@H]2O[Si](C(C)(C)C)(C)C)O[Si](C(C)(C)C)(C)C)C)C1)C
• InChI: InChI=1S/C31H58O3Si2/c1-28(2,3)35(9,10)33-25-20-26(34-36(11,12)29(4,5)6)31(8)18-16-24-23(27(25)31)14-13-21-19-22(32)15-17-30(21,24)7/h13,22-27,32H,14-20H2,1-12H3/t22-,23+,24-,25-,26-,27+,30-,31+/m0/s1
• InChIKey: QREAEZONYVKIGK-CAJZEXQTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,12S,14S,15S)-12,14-bis[(tert-butyldimethylsilyl)oxy]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-ol
• IUPAC Traditional name: (1S,2R,5S,10R,11S,12S,14S,15S)-12,14-bis[(tert-butyldimethylsilyl)oxy]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-ol
• Synonyms: (3β,15α,17β)-15,17-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]androst-5-en-3-ol; (3β,15α,17β)-15,17-Bis-O-(tert-butyldimethylsilyloxy) Androst-5-en-3-ol

Database IDs

• CAS Number: 65429-25-6
• PubChem SID: 162256340
• PubChem CID: 71314044

CALCULATED PROPERTIES

• Acid pKa: 18.20429
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 7.0743
• LogD (pH = 7.4): 7.0743
• Log P: 7.0743
• Molar Refractivity: 146.7263 cm^3
• Polarizability: 62.54237 Å^3
• Polar Surface Area: 38.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B415230

Intermediate in the preparation of Testosterone metabolties.

REFERENCES

• Hosoda, H., et al.: Chem. Pharm. Bull., 25, 2650 (1977)