(1S,2R,5R,10R,11S,15S)-2,15-dimethyl-14-(trifluoromethanesulfonyloxy)tetracyclo[8.7.0.02,7.011,15]heptadeca-7,13-dien-5-yl acetate

• ChemBase ID: 160575
• Molecular Formular: C22H29F3O5S
• Molecular Mass: 462.5228696
• Monoisotopic Mass: 462.16877969
• SMILES: C1[C@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CC=C1OS(=O)(=O)C(F)(F)F)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]3CC=C2OS(=O)(=O)C(F)(F)F)C)C1)C
• InChI: InChI=1S/C22H29F3O5S/c1-13(26)29-15-8-10-20(2)14(12-15)4-5-16-17-6-7-19(21(17,3)11-9-18(16)20)30-31(27,28)22(23,24)25/h4,7,15-18H,5-6,8-12H2,1-3H3/t15-,16+,17+,18+,20+,21+/m1/s1
• InChIKey: MCIVSCZCJRGEJR-KPKYYQPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,10R,11S,15S)-2,15-dimethyl-14-(trifluoromethanesulfonyloxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,13-dien-5-yl acetate
• IUPAC Traditional name: (1S,2R,5R,10R,11S,15S)-2,15-dimethyl-14-(trifluoromethanesulfonyloxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,13-dien-5-yl acetate
• Synonyms: (3β)-Androsta-5,16-diene-3,17-diol 3-Acetate 17-(Trifluoromethanesulfonate)Discontinued

Database IDs

• CAS Number: 115375-60-5
• PubChem SID: 162254710
• PubChem CID: 71313384

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.951621
• LogD (pH = 7.4): 4.951621
• Log P: 4.951621
• Molar Refractivity: 109.329 cm^3
• Polarizability: 42.85039 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - A637555

Intermediate in the production of Abiraterone Acetate

REFERENCES

• Potter, G., et al.: J. Med. Chem., 38, 2463 (1995)
• Hartmann, R., et al.: J. Med. Chem., 43, 4266 (1995)