반응 #5177

반응 방정식

sodium chloride

methanesulfonyl chloride

triethylamine

methyl 1-(t-butoxycarbonyl)-4-hydroxyprolinate

→

title compound

(2S, 4R)-1-(t-Butoxycarbonyl)-4-methanesulfonyloxy-2-methoxycarbonylpyrrolidine

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.ADDITIONwere added, whilst ice-
2. 2
   workup.WAITat room temperature for 1 hour
3. 3
   추출extracted with ethyl acetate
4. 4
   세척The extract was washed with an aqueous solution of sodium chloride
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   기타The solvent was then removed by distillation under reduced pressure

실험 절차

2.02 ml of methanesulfonyl chloride, followed by 3.65 ml of triethylamine were added, whilst ice-cooling, to a solution of 6.1 g of methyl 1-(t-butoxycarbonyl)-4-hydroxyprolinate [prepared as described in step (6) above] dissolved in 120 ml of dry tetrahydrofuran. The mixture was stirred first at 0° to 5° C. for 1 hour and then at room temperature for 1 hour, after which it was poured into an aqueous solution of sodium chloride and extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, to afford 8.13 g of the title compound as an oil.

출처