Reacción #47526

Ecuación de reacción

(S)-2-[4-(2-benzyloxy-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-3-cyclohexyl-propionic acid methyl ester

lithium hydroxide

→

(S)-2-[4-(2-benzyloxy-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-3-cyclohexyl-propionic acid

Rendimiento 82.0%

Disolventes

tetrahydrofuran water

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónAfter this time, the mixture was concentrated
2. 2
   workup.ADDITIONthe reaction mixture was diluted with water
3. 3
   OtroThe reaction mixture was acidified with 2N hydrochloric acid, during which time precipitation
4. 4
   OtroThe precipitate was removed by filtration
5. 5
   Lavadowashed with cold water
6. 6
   Otrodried in vacuo

Procedimiento

To a stirred solution of (S)-2-[4-(2-benzyloxy-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-3-cyclohexyl-propionic acid methyl ester (310 mg, 0.001 mol) in tetrahydrofuran-water (3:1, 10 mL) was added lithium hydroxide (87 mg, 0.004 mol). The reaction mixture was stirred at 23° C. for 2 h. After this time, the mixture was concentrated and the reaction mixture was diluted with water. The reaction mixture was acidified with 2N hydrochloric acid, during which time precipitation occurred. The precipitate was removed by filtration, washed with cold water and dried in vacuo to obtain (S)-2-[4-(2-benzyloxy-phenoxy)-2-oxo-2,5-dihydro-pyrrol-1-yl]-3-cyclohexyl-propionic acid (245 mg, 82%).

Fuente