Reacción #741347

Ecuación de reacción

(2S,4R)-1-t-butoxycarbonyl-2-[(Z)-5-carboxy-1-pentenyl]-4-(4-chlorophenylsulfonylamino)pyrrolidine

hydrogen chloride

methanol

→

(2S,4R)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-5-methoxycarbonyl-1-pentenyl]pyrrolidine

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvent was evaporated in vacuo
2. 2
   workup.DISSOLUTIONThe residue was dissolved in chloroform (50 ml)
3. 3
   Lavadothe solution was washed successively with saturated aqueous sodium bicarbonate and brine
4. 4
   SecadoThe organic layer was dried over magnesium sulfate
5. 5
   Otrothe solvent was evaporated in vacuo

Procedimiento

A solution of (2S,4R)-1-t-butoxycarbonyl-2-[(Z)-5-carboxy-1-pentenyl]-4-(4-chlorophenylsulfonylamino)pyrrolidine (2.90 g) in methanol (50 ml) saturated with hydrogen chloride was stirred at room temperature overnight and the solvent was evaporated in vacuo. The residue was dissolved in chloroform (50 ml) and the solution was washed successively with saturated aqueous sodium bicarbonate and brine. The organic layer was dried over magnesium sulfate and the solvent was evaporated in vacuo to give (2S,4R)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-5-methoxycarbonyl-1-pentenyl]pyrrolidine (2.28 g) as a pale brown oil.

Fuente