Reacción #1681721

Ecuación de reacción

Octadecyl S-sorbyl-3-mercaptopropionate N-acetylcysteamine

N-acetylcysteamine

→

Octadecyl S-sorbyl-3-mercaptopropionate

Disolventes

chloroform

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowhich was purged with nitrogen for 15 minutes
2. 2
   Temperaturaunder reflux in a nitrogen atmosphere for 2 hours
3. 3
   OtroThe solvent was evaporated
4. 4
   workup.ADDITIONthe mixture of monoadducts
5. 5
   Otrowas isolated by preparative TLC with 3% methanol in chloroform
6. 6
   Otrothe monoadducts were separated by repetitive developments with 3% methanol in chloroform

Procedimiento

Octadecyl S-sorbyl-3-mercaptopropionate-N-acetylcysteamine monoadducts (3 and 4). In a 50-mL round-bottom flask, 181 mg (0.40 mmol) of OSM was dissolved in 10 mL of chloroform, which was purged with nitrogen for 15 minutes prior to use. 30 μL (0.28 mmol) of N-acetylcysteamine and 39 μL (0.28 mmol) of triethylanine were added, and the solution was stirred under reflux in a nitrogen atmosphere for 2 hours. The solvent was evaporated and the mixture of monoadducts was isolated by preparative TLC with 3% methanol in chloroform. Rf=0.66. The isolated monoadducts mixture was spotted onto another preparative TLC plate, and the monoadducts were separated by repetitive developments with 3% methanol in chloroform.

Fuente