Réaction #94591

Équation de réaction

ethyl 1-[N2 -(3-cyclohexyl-4-methoxyphenylsulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylate acetate

→

1-[N2 -(3-cyclohexyl-4-methoxyphenylsulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylic acid

Rendement 73.4%

Solvants

chloroform

—

N-NaOH

ethanol

Conditions de réaction

Traitement

1. 1
   ConcentrationThen, the reaction mixture was concentrated
2. 2
   workup.DISSOLUTIONdissolved in 10 ml of water
3. 3
   Autreto give a white gummy precipitate which
4. 4
   LavageThe chloroform solution was washed with saturated NaCl solution
5. 5
   Séchagedried over anhydrous sodium sulfate
6. 6
   Autreevaporated in vacuo

Mode opératoire

A solution of 2.4 g of ethyl 1-[N2 -(3-cyclohexyl-4-methoxyphenylsulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylate acetate in 10 ml of ethanol and 10 ml of N-NaOH solution was stirred overnight at room temperature. Then, the reaction mixture was concentrated and dissolved in 10 ml of water. The solution was neutralized with 2N-HCl solution to give a white gummy precipitate which was dissolved in 150 ml of chloroform. The chloroform solution was washed with saturated NaCl solution, dried over anhydrous sodium sulfate and evaporated in vacuo to give 1.52 g of 1-[N2 -(3-cyclohexyl-4-methoxyphenylsulfonyl)-L-arginyl]-4-methyl-2-piperidinecarboxylic acid as an amorphous solid. I.R. (KBr): 3350, 2920, 1620, 1250 cm-1.

Source