반응 #41709

반응 방정식

tert-butyldiphenylsilyl chloride

imidazole

dimethylformamide

(2R,4R)-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

→

(2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

용매

ethyl acetate

반응 조건

후처리

1. 1
   기타the reaction liquid
2. 2
   기타The reaction liquid
3. 3
   세척washed with aqueous saturated ammonium chloride and saturated saline in order
4. 4
   건조dried with anhydrous sodium sulfate
5. 5
   기타The solvent was evaporated away under reduced pressure
6. 6
   기타the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/2)
7. 7
   기타to obtain the entitled compound

실험 절차

2.32 g of tert-butyldiphenylsilyl chloride and 2.32 g of imidazole were added in order to a dimethylformamide (60 ml) solution of 3.61 g of (2R,4R)-4-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester, and the reaction liquid was stirred overnight at room temperature. The reaction liquid was diluted with ethyl acetate, washed with aqueous saturated ammonium chloride and saturated saline in order, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/2) to obtain the entitled compound.

출처