Use | (S)-(-)-3-boc-4-methoxycarbonyl-2, 2-dimethyl-1, 3-oxazolidine is a useful intermediate for improving the synthesis of Ganal and its analogs, with a variety of pharmaceutical applications. At present, organic compounds containing oxazole ring as drugs have been widely used in clinical, and play an irreplaceable role in overcoming clinical drug resistance and treating infectious diseases. |
preparation | the target compound (S) was prepared by one-pot reaction with ethanolamine, acetone and di-tert-butyl dicarbonate as starting materials.-(-)-3-boc-4-methoxycarbonyl-2, 2-dimethyl-1, 3-oxazolidine. The synthesis reaction scheme is as shown below: experimental procedure a thermometer, a dropping funnel and a condenser are respectively set on a 100ml dry three-diameter round-bottom flask, and ethanolamine, acetone and benzene are sequentially added thereto, followed by stirring at 35 ° C. For 30 minutes.. The reaction system is cooled to -10 ℃ with ice salt bath, and sodium hydroxide aqueous solution is added and stirred. When the reaction temperature drops to -5 ℃, di-tert-butyl dicarbonate is slowly added dropwise, and the temperature of the system is controlled to 0 ℃, the dropwise addition was completed in about 40 minutes, and stirring was continued for 1 hour. The reaction solution was washed with water until neutral, dried over anhydrous magnesium sulfate, the solvent was distilled off, and the solid was recrystallized from ethyl acetate/petroleum ether to obtain product (S)-(-)-3-boc-4-methoxycarbonyl-2, 2-dimethyl-1, 3-oxazolidine. |