Reaction Steps
The title compound was prepared following the method described above for compound (1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-9-(4-(2-carboxyethyl)phenyl)-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]chrysene-3a-carboxylic acid (example 4a) using (E)-3-(2-boronophenyl)acrylic acid as the reactant boronic acid. The product was isolated as a white solid (37.4 mg, 86%). LCMS: m/e 585.58 (M−H)−, 6.84 min (method 3). 1H NMR (400 MHz, <DMSOmix>) δ ppm 0.80 (d, 3H), 0.98 (s, 6H), 1.00 (s, 6H), 1.04-1.73 (m, 17H), 1.68 (s, 3H), 1.79-1.96 (m, 2H), 2.00-2.23 (m, 2H), 2.27-2.37 (m, 1H), 2.71-2.83 (m, 2H), 2.84-2.95 (m, 2H), 2.96-3.05 (m, 1H), 4.59 (s, 1H), 4.72 (s, 1H), 5.24 (d, J=4.98 Hz, 1H), 6.97-7.06 (m, 1H), 7.06-7.14 (m, 1H), 7.14-7.30 (m, 2H).
