Reacción #74759

Ecuación de reacción

ethyl 1-[N2 -(3-butoxy-2,4-dimethoxyphenylsulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylate acetate

NaOH

→

1-[N2 -(3-butoxy2,4-dimethoxyphenylsulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylic acid

Rendimiento 79.6%

Disolventes

ethanol

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISTILLATIONAt the end of this period, the reaction solvent was distilled off under reduced pressure at a temperature below 30° C
2. 2
   workup.DISSOLUTIONThe residue was dissolved in a small amount of water
3. 3
   Otroto precipitate a white gummy substance
4. 4
   OtroThe aqueous solution was separated by decantation
5. 5
   workup.DISSOLUTIONthe white precipitate was dissolved in 200 ml of chloroform
6. 6
   Lavadowashed with 30 ml of water
7. 7
   Secadodried over anhydrous sodium sulfate
8. 8
   OtroUpon evaporation of solvent

Procedimiento

To a solution of 5.8 g of ethyl 1-[N2 -(3-butoxy-2,4-dimethoxyphenylsulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylate acetate in 80 ml of ethanol and 40 ml of water was added 10 ml of 2N NaOH aqueous solution at room temperature and stirring was continued overnight at room temperature. At the end of this period, the reaction solvent was distilled off under reduced pressure at a temperature below 30° C. The residue was dissolved in a small amount of water and then neutralized with 2N NCl to precipitate a white gummy substance. The aqueous solution was separated by decantation and the white precipitate was dissolved in 200 ml of chloroform, washed with 30 ml of water and then dried over anhydrous sodium sulfate. Upon evaporation of solvent, there was obtained 4.0 g (79%) of 1-[N2 -(3-butoxy2,4-dimethoxyphenylsulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylic acid in the form of an amorphous solid.

Fuente