(1S,2R,5R,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-yl acetate

• ChemBase ID: 162206
• Molecular Formular: C33H60O4Si2
• Molecular Mass: 576.9981
• Monoisotopic Mass: 576.40301346
• 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)OC(=O)C
• Canonical SMILES: CC(=O)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/C33H60O4Si2/c1-22(34)35-24-16-18-32(8)23(20-24)14-15-25-26(32)17-19-33(9)28(37-39(12,13)31(5,6)7)21-27(29(25)33)36-38(10,11)30(2,3)4/h14,24-29H,15-21H2,1-13H3/t24-,25-,26+,27+,28+,29-,32+,33-/m1/s1
• InChIKey: ODSRALKJXTXMBT-LGSZARPMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,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-yl acetate
• IUPAC Traditional name: (1S,2R,5R,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-yl acetate
• Synonyms: (3β,15α,17β)-15,17-Bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]androst-5-en-3-ol Acetate; (3β,15α,17β)-15,17-Bis-O-(tert-butyldimethylsilyloxy) Androst-5-en-3-ol 3-O-Acetate

Database IDs

• CAS Number: 65429-24-5
• PubChem SID: 162256341
• PubChem CID: 71314045

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 7.5034
• LogD (pH = 7.4): 7.5034
• Log P: 7.5034
• Molar Refractivity: 155.8778 cm^3
• Polarizability: 66.365364 Å^3
• Polar Surface Area: 44.76 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B415235

Intermediate in the preparation of Testosterone metabolties.

REFERENCES

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