(1S,2R,5R,10R,14S,15S)-14-[(tert-butyldimethylsilyl)oxy]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-7,11-dien-5-yl acetate

• ChemBase ID: 159066
• Molecular Formular: C27H44O3Si
• Molecular Mass: 444.72196
• Monoisotopic Mass: 444.3059718
• SMILES: C1[C@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1(C3=CC[C@@H]1O[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(C3=CC[C@@H]2O[Si](C(C)(C)C)(C)C)C)C1)C
• InChI: InChI=1S/C27H44O3Si/c1-18(28)29-20-13-15-26(5)19(17-20)9-10-21-22-11-12-24(27(22,6)16-14-23(21)26)30-31(7,8)25(2,3)4/h9,11,20-21,23-24H,10,12-17H2,1-8H3/t20-,21+,23+,24+,26+,27+/m1/s1
• InChIKey: PLFHJOVTZWTAMR-OSJZSDDUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,10R,14S,15S)-14-[(tert-butyldimethylsilyl)oxy]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,11-dien-5-yl acetate
• IUPAC Traditional name: (1S,2R,5R,10R,14S,15S)-14-[(tert-butyldimethylsilyl)oxy]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,11-dien-5-yl acetate
• Synonyms: (3β,17β)-17-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]androsta-5,14-dien-3-ol Acetate; 3-O-Acetyl-17-O-tert-butyldimethylsilyl 5,14-Androstadiene-3β,17β-diol

Database IDs

• CAS Number: 61252-31-1
• PubChem SID: 162253201
• PubChem CID: 71312781

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.5433
• LogD (pH = 7.4): 5.5433
• Log P: 5.5433
• Molar Refractivity: 125.3308 cm^3
• Polarizability: 51.452442 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - A168020

Intermediate in the preparation of Testosterone metabolties.

REFERENCES

• Hosoda, H., et al.: Chem. Pharm. Bull., 24, 1860 (1976)