ethyl 4-{2-[5,5-dimethyl-8-(trifluoromethanesulfonyloxy)-5,6-dihydronaphthalen-2-yl]ethynyl}benzoate

• ChemBase ID: 167611
• Molecular Formular: C24H21F3O5S
• Molecular Mass: 478.4807496
• Monoisotopic Mass: 478.10617943
• SMILES: c12c(cc(cc1)C#Cc1ccc(cc1)C(=O)OCC)C(=CCC2(C)C)OS(=O)(=O)C(F)(F)F
• Canonical SMILES: CCOC(=O)c1ccc(cc1)C#Cc1ccc2c(c1)C(=CCC2(C)C)OS(=O)(=O)C(F)(F)F
• InChI: InChI=1S/C24H21F3O5S/c1-4-31-22(28)18-10-7-16(8-11-18)5-6-17-9-12-20-19(15-17)21(13-14-23(20,2)3)32-33(29,30)24(25,26)27/h7-13,15H,4,14H2,1-3H3
• InChIKey: RKJFWYTUBCPBEP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-{2-[5,5-dimethyl-8-(trifluoromethanesulfonyloxy)-5,6-dihydronaphthalen-2-yl]ethynyl}benzoate
• IUPAC Traditional name: ethyl 4-{2-[5,5-dimethyl-8-(trifluoromethanesulfonyloxy)-6H-naphthalen-2-yl]ethynyl}benzoate
• Synonyms: Ethyl 4-[2-[5,6-Dihydro-5,5-dimethyl-8-[[(trifluoromethyl)sulfonyl]oxy]-2-naphthalenyl]ethynyl]benzoate; 4-[2-[5,6-Dihydro-5,5-dimethyl-8-[[(trifluoromethyl)sulfonyl]oxy]-2-naphthalenyl]ethynyl]benzoic Acid Ethyl Ester

Database IDs

• CAS Number: 171568-44-8
• PubChem SID: 162261744
• PubChem CID: 12017638

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.9754276
• LogD (pH = 7.4): 6.9754276
• Log P: 6.9754276
• Molar Refractivity: 113.3862 cm^3
• Polarizability: 44.79401 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - D449085

Intermediate in the production of high affinity retinoic acid receptor (RAR) antagonists.

REFERENCES

• Johnson, A., et al.: J. Med. Chem., 39, 5027 (1996)
• Johnson, A., et al.: Bioorg. Med. Chem. Lett., 9, 573 (1996)