Reacción #345147

Ecuación de reacción

(2S,4R)-4-amino-1-t-butoxycarbonyl-2-methoxycarbonylpyrrolidine

triethylamine

p-chlorobenzenesulfonyl chloride

→

(2S,4R)-1-t-butoxycarbonyl-4-(4-chlorophenylsulfonylamino)-2-methoxycarbonylpyrrolidine

Rendimiento 88.2%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe solution was washed successively with diluted hydrochloric acid, saturated aqueous sodium bicarbonate and brine
2. 2
   Secadodried over magnesium sulfate
3. 3
   OtroThe solvent was evaporated in vacuo
4. 4
   Otrothe residue was crystallized from n-hexane

Procedimiento

To a solution of (2S,4R)-4-amino-1-t-butoxycarbonyl-2-methoxycarbonylpyrrolidine (6.04 g) in dichloromethane (60 ml) were added triethylamine (3.44 ml) and p-chlorobenzenesulfonyl chloride (6.26 g) in an ice bath. After being stirred at room temperature overnight, the solution was washed successively with diluted hydrochloric acid, saturated aqueous sodium bicarbonate and brine and dried over magnesium sulfate. The solvent was evaporated in vacuo and the residue was crystallized from n-hexane to give (2S,4R)-1-t-butoxycarbonyl-4-(4-chlorophenylsulfonylamino)-2-methoxycarbonylpyrrolidine (9.13 g) as a pale yellow crystal.

Fuente