反应详情

温度

120 °C

To a sealable vial was added ethyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-amino-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 (0.1 g, 0.178 mmol), 1-bromo-2-chloroethane (0.148 mL, 1.780 mmol) and phosphoric acid, potassium salt (0.189 g, 0.890 mmol). The mixture was diluted with acetonitrile (1.5 mL), was flushed with nitrogen, then was sealed and heated to 120° C. After 17.5 h of heating, the mixture was cooled to rt and some of the solids were removed by filtration. The filtrate was concentrated under reduced pressure to give 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 as the crude product which was used in the next step with no additional purification. LCMS: m/e 588.7 (M+H)+, 2.30 min (method 1).

1. customwas flushed with nitrogen
2. customwas sealed
3. temperatureAfter 17.5 h of heating
4. temperaturethe mixture was cooled to rt
5. customsome of the solids were removed by filtration
6. concentrationThe filtrate was concentrated under reduced pressure