反应 #96279

反应方程式

(4R)-2-hydroxyphenyl-4-thiazolidinecarboxylic acid

triethylamine

dithiodipropanoic anhydride

→

titled compound

(4R)-3-[3-(2-Carboxyethyldisulfanyl)propanoyl]-2-(2-hydroxyphenyl)-4-thiazolidinecarboxylic acid

溶剂

acetone

反应条件

后处理

1. 1
   萃取extracted with ethyl acetate
2. 2
   workup.ADDITIONafter addition of 50 ml of water containing a small amount of potassium carbonate
3. 3
   萃取extracted with ethyl acetate
4. 4
   洗涤The second organic layer is washed with brine
5. 5
   干燥dried over magnesium sulfate
6. 6
   其他evaporated in vacuo
7. 7
   其他The residual oil is purified by column chromatography on silica gel

实验过程

To a stirred solution of 2.0 g of (4R)-2-hydroxyphenyl-4-thiazolidinecarboxylic acid and 1.7 ml of triethylamine in 15 ml of anhydrous acetone, 2.0 g of dithiodipropanoic anhydride is added. The resulting mixture is continuously stirred for 40 min at room temperature and extracted with ethyl acetate after addition of 50 ml of water containing a small amount of potassium carbonate. The aqueous layer is acidified with N aqueous hydrochloric acid and extracted with ethyl acetate. The second organic layer is washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residual oil is purified by column chromatography on silica gel to give crystals of the titled compound. The yield is 0.6 g (15%).

来源