Reaction Steps
To a solution of 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((3-(4-(ethoxycarbonyl)piperidin-1-yl)-3-oxopropylamino)methyl)-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoic acid (16 mg, 0.021 mmol) in dioxane (1 ml) and methanol (2 ml) was added 1N sodium hydroxide (0.3 ml, 0.1 mmol) and H2O (0.5 ml). The resulting mixture was stirred at rt for 10 days. The reaction mixture was neutralized with 1N HCl and concentrated in vacuo. The crude product was purified by prep. HPLC to afford the title compound (8 mg). MS: m/e 727.6 (MH+), 1.69 min (method 2). 1H NMR (400 MHz, MeOD) δ ppm 0.95 (s, 3H) 0.97 (s, 3H) 1.04 (s, 3H) 1.08 (s, 3H) 1.17 (d, J=2.76 Hz, 3H) 1.73 (s, 3H) 0.87-1.86 (m, 23H) 1.92-2.10 (m, 3H) 2.15 (dd, J=17.32, 6.53 Hz, 1H) 2.47-2.56 (m, 1H) 2.57-2.67 (m, J=7.34, 7.12, 7.12, 3.76 Hz, 1H) 2.83-2.94 (m, 4H) 3.16-3.41 (m, 4H) 3.82-3.91 (m, 1H) 4.35-4.44 (m, 1H) 4.64 (s, 1H) 4.76 (d, J=1.51 Hz, 1H) 5.30 (d, J=5.27 Hz, 1H) 7.22 (d, J=8.28 Hz, 2H) 7.91 (d, J=8.28 Hz, 2H).
