Reacción #345149

Ecuación de reacción

(2S,4R)-1-t-butoxycarbonyl-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine

→

(2S,4R)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine

Rendimiento 95.0%

Disolventes

trifluoroacetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvent was evaporated in vacuo
2. 2
   OtroThe organic phase was separated
3. 3
   Lavadowashed with brine
4. 4
   Secadodried over magnesium sulfate
5. 5
   OtroThe solvent was evaporated in vacuo
6. 6
   Filtraciónthe residual solid was collected by filtration

Procedimiento

A solution of (2S,4R)-1-t-butoxycarbonyl-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine (15.5 g) in 90% aqueous trifluoroacetic acid (100 ml) was stirred at room temperature for 30 minutes and the solvent was evaporated in vacuo. The residue was suspended in chloroform (200 ml) and the solution was adjusted to pH 8 with saturated aqueous sodium bicarbonate. The organic phase was separated, washed with brine and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residual solid was collected by filtration to give (2S,4R)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine (11.9 g) as a white powder.

Fuente