Реакция #41709

Уравнение реакции

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

Растворители

ethyl acetate

Условия реакции

Обработка

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

Методика

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.

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