Réaction #75410

Équation de réaction

L-proline

sodium carbonate

3-(acetylthio)-2-(methylthiomethyl)propanoic acid chloride

acid

3-(acetylthio)-2-(methylthiomethyl)propanoic acid

thionyl chloride

→

1-[3-(acetylthio)-2-(methylthiomethyl)propanoyl]-L-proline

Solvants

water

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONis added
2. 2
   ExtractionAfter extraction with ethyl acetate
3. 3
   Extractionextracted with ethyl acetate
4. 4
   AutreThe organic layer is dried
5. 5
   Concentrationconcentrated to dryness in vacuo

Mode opératoire

To a solution of L-proline (1.44 g.) and sodium carbonate (2.7 g.) in water (25 ml.) in an ice bath, 3-(acetylthio)-2-(methylthiomethyl)propanoic acid chloride (prepared from the acid of Example 15 with thionyl chloride) (3.6 g.) is added, and the mixture is vigorously stirred at room temperature for two hours. After extraction with ethyl acetate, the aqueous layer is acidified and extracted with ethyl acetate. The organic layer is dried and concentrated to dryness in vacuo to give 1-[3-(acetylthio)-2-(methylthiomethyl)propanoyl]-L-proline.

Source