反应详情

温度

100 °C

To a flask containing the crude ethyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-(aziridin-1-yl)-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)cyclohex-3-enecarboxylate (0.094 g, 0.16 mmol), was added 1-Methanesulfonyl-piperazine (0.131 g, 0.800 mmol). The mixture was diluted with 1,4-dioxane (2 mL) and Hunig's base (0.168 mL, 0.960 mmol) was added. The mixture was attached to a reflux condensor and was heated to 100° C. for 24 h then was cooled to rt, concentrated under reduced pressure, and adsorbed to silica gel. The mixture was purified by flash chromatography using a 12 g silica gel column and a 20-80% ethyl acetate in hexanes gradient. The fractions containing the product were combined and concentrated under reduced pressure to give ethyl 4-((1R,3 aS,5aR,5bR,7aR,11aS,11bR,13 aR,13bR)-5a,5b,8,8,11a-pentamethyl-3a-((2-(4-(methylsulfonyl)piperazin-1-yl)ethyl)amino)-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)cyclohex-3-enecarboxylate as an off-white solid. LCMS: m/e 752.8 (M+H)+, 2.22 min (method 1).

1. additionwas added
2. temperaturethen was cooled to rt
3. concentrationconcentrated under reduced pressure
4. customThe mixture was purified by flash chromatography
5. additionThe fractions containing the product
6. concentrationconcentrated under reduced pressure