Trifluoroacetic acid → HCID 59192618, compound

Participants

Reaction Steps

The crude [(R)-5-(4′-methyl-biphenyl-4-sulfonylamino)-5,6,7,8-tetrahydro-naphthalen-1-yloxy]-acetic acid tert-butyl ester was treated with 10% trifluoroacetic acid (0.02 mL) in dichloromethane (1 mL) at room temperature for 2 hours. The mixture was concentrated in vacuo. The residue was purified by reverse phase HPLC (Pursuit C-18, 20×150 mm, water/acetonitrile/0.05% trifluoroacetic acid) to give [(R)-5-(4′-methyl-biphenyl-4-sulfonylamino)-5,6,7,8-tetrahydro-naphthalen-1-yloxy]-acetic acid (4.3 mg, 9.5% over two steps). 1H NMR (400 MHz, DMSO-d6) δ ppm 13.02 (br. s, 1H), 8.13 (d, J=8.5 Hz, 1H), 7.78-8.00 (m, 4H), 7.68 (d, J=8.0 Hz, 2H), 7.33 (d, J=8.0 Hz, 2H), 7.03 (t, J=7.9 Hz, 1H), 6.73 (d, J=7.9 Hz, 1H), 6.66 (d, J=7.9 Hz, 1H), 4.62 (s, 2H), 4.29-4.44 (m, 1H), 2.42-2.62 (m, 2H), 2.37 (s, 3H), 1.79 (br. s, 1H), 1.56 (d, 3H); MS cald. for C25H25NO5S 451, obsd. 452 [(M+H)+].

Provenance & Evidence