Trifluoroacetic acid → HCID 86575138, compound

Participants

Reaction Steps

To a solution of 1-tert-butyl 4-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((E)-3-((1-(3-chlorophenyl)cyclopropyl)amino)-3-oxoprop-1-en-1-yl)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-9-yl) 2,2-dimethylsuccinate (200 mg, 0.241 mmol) in dichloromethane (5 mL) stirred at rt was added TFA (3 mL, 38.9 mmol). The reaction mixture was stirred at rt for 1 h. The mixture was evaporated to get the crude product which was purified by preparative-HPLC to get the product (100 mg, 53%) as a light white solid. 1H NMR (400 MHz, DMSO-d6) δ=12.18 (br. s., 1H), 8.78 (s, 1H), 7.38-7.18 (m, 2H), 7.13 (d, J=5.3 Hz, 1H), 7.08-6.96 (m, 1H), 6.65 (d, J=15.8 Hz, 1H), 5.92 (d, J=16.1 Hz, 1H), 4.39 (dd, J=4.8, 11.0 Hz, 1H), 3.31-3.08 (m, 1H), 2.85-2.72 (m, 1H), 2.63-0.58 (m, 53H); LC/MS: m/z calculated 773.4. Found 772.3 (M−1)−.

Provenance & Evidence