Reacción #94591

Ecuación de reacción

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

Rendimiento 73.4%

Disolventes

chloroform

—

N-NaOH

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThen, the reaction mixture was concentrated
2. 2
   workup.DISSOLUTIONdissolved in 10 ml of water
3. 3
   Otroto give a white gummy precipitate which
4. 4
   LavadoThe chloroform solution was washed with saturated NaCl solution
5. 5
   Secadodried over anhydrous sodium sulfate
6. 6
   Otroevaporated in vacuo

Procedimiento

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.

Fuente