تفاعل #41709

معادلة التفاعل

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

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر