甲基 (2S,4R)-1-苄基-4-羟基吡咯烷-2-羧酸乙酯

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of (2S,4R)-1-benzyl-2-methoxycarbonyl-4-hydroxypyrrolidine (661 g) in N,N-dimethylformamide (3.3 l) were added successively imidazole (383 g) and t-butyldimethylsilyl chloride (508 g) at 10°~20° C. with stirring and the solution was stirred at ambient temperature for 3 hours. The mixture was poured into 0.1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with 5% aqueous sodium bicarbonate, water and 10% sodium chloride, dried with anhydrous magnesium sulfate and evaporated in vacuo to give (2S,4R)-1-benzyl -2-methoxycarbonyl-4-(t-butyldimethylsilyloxy)pyrrolidine (964 g). the solution was stirred at ambient temperature for 3 hours extracted with ethyl acetate The organic layer was washed with 5% aqueous sodium bicarbonate, water and 10% sodium chloride dried with anhydrous magnesium sulfate evaporated in vacuo

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of (2S,4R)-1-benzyl-2-methoxycarbonyl-4-hydroxypyrrolidine (661 g) in N,N-dimethylformamide (3.3 l) were added successively imidazole (383 g) and t-butyldimethylsilyl chloride (508 g) at 10°~20° C. with stirring and the solution was stirred at ambient temperature for 3 hours. The mixture was poured into 0.1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with 5% aqueous sodium bicarbonate, water and 10% sodium chloride, dried with anhydrous magnesium sulfate and evaporated in vacuo to give (2S,4R)-1-benzyl -2-methoxycarbonyl-4-(t-butyldimethylsilyloxy)pyrrolidine (964 g). the solution was stirred at ambient temperature for 3 hours extracted with ethyl acetate The organic layer was washed with 5% aqueous sodium bicarbonate, water and 10% sodium chloride dried with anhydrous magnesium sulfate evaporated in vacuo

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of methyl (2S,4R)-4-hydroxy-2-pyrrolidinecarboxylate hydrochloride (674 g) in dichloromethane (3.5 l) were added dropwise triethylamine (1.19 l) and benzyl chloride (552 ml) at 10°-20° C. under stirring and the mixture was refluxed for 6 hours. The mixture was cooled to ambient temperature, and the precipitates were removed by filtration. The filtrate was poured into 1N sodium hydroxide and extracted with dichloromethane. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated in vacuo to give methyl (2S,4R)-1-benzyl-4-hydroxy-2-pyrrolidinecarboxylate (663 g). the mixture was refluxed for 6 hours the precipitates were removed by filtration The filtrate was poured into 1N sodium hydroxide extracted with dichloromethane The organic layer was washed with brine dried over anhydrous magnesium sulfate evaporated in vacuo

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of (2S,4R)-1-benzyl-2-methoxycarbonyl-4-hydroxypyrrolidine (661 g) in N,N-dimethylformamide (3.3 l) were added successively imidazole (383 g) and t-butyldimethylsilyl chloride (508 g) at 10°~20° C. with stirring and the solution was stirred at ambient temperature for 3 hours. The mixture was poured into 0.1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with 5% aqueous sodium bicarbonate, water and 10% sodium chloride, dried with anhydrous magnesium sulfate and evaporated in vacuo to give (2S,4R)-1-benzyl -2-methoxycarbonyl-4-(t-butyldimethylsilyloxy)pyrrolidine (964 g). the solution was stirred at ambient temperature for 3 hours extracted with ethyl acetate The organic layer was washed with 5% aqueous sodium bicarbonate, water and 10% sodium chloride dried with anhydrous magnesium sulfate evaporated in vacuo

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of methyl (2S,4R)-4-hydroxy-2-pyrrolidinecarboxylate hydrochloride (674 g) in dichloromethane (3.5 l) were added dropwise triethylamine (1.19 l) and benzyl chloride (552 ml) at 10°-20° C. under stirring and the mixture was refluxed for 6 hours. The mixture was cooled to ambient temperature, and the precipitates were removed by filtration. The filtrate was poured into 1N sodium hydroxide and extracted with dichloromethane. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated in vacuo to give methyl (2S,4R)-1-benzyl-4-hydroxy-2-pyrrolidinecarboxylate (663 g). the mixture was refluxed for 6 hours the precipitates were removed by filtration The filtrate was poured into 1N sodium hydroxide extracted with dichloromethane The organic layer was washed with brine dried over anhydrous magnesium sulfate evaporated in vacuo