Acetonitrile → HCID 86575074, compound

Participants

Reaction Steps

To a solution of 1-tert-butyl 4-((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-3a-((E)-3-((1-(2-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 (300 mg, 0.361 mmol) in dichloromethane (6 mL) was added TFA (3 mL, 0.361 mmol). The reaction mixture was stirred at rt for 2 hr and evaporated in vacuo to afford crude product which was purified by preparative-HPLC (Mobile Phase: A=0.05% TFA/H2O, B=MeCN) to give the title compound (110 mg, 0.142 mmol, 39.3%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ=12.23 (br. s., 1H), 8.67 (d, J=7.3 Hz, 1H), 7.67 (br. s., 1H), 7.52-7.13 (m, 3H), 6.69-6.41 (m, 1H), 6.00-5.76 (m, 1H), 4.49-4.20 (m, 1H), 3.29-3.02 (m, 1H), 2.78-2.60 (m, 1H), 2.30-0.57 (m, 53H); LC/MS: m/z calculated 773.4. Found 774.4 (M+1)+.

Provenance & Evidence