Reacción #93118

Ecuación de reacción

3-(2-oxo-1-pyrrolidinyl)-propylamine

compound ( 29 )

N-benzyloxycarbonyl-L-proline

triethylamine

isobutyl chloroformate

→

(S)-1-benzyloxycarbonyl-N-[3-(2-oxo-pyrrolidinyl)propyl]-2-pyrrolidine carboxamide

Rendimiento 29.7%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONafter adding slowly
2. 2
   Temperaturacooling
3. 3
   Temperaturacooling
4. 4
   OtroPrecipitates
5. 5
   Filtraciónwere filtered off
6. 6
   Concentraciónthe filtrate was concentrated
7. 7
   Otrothe residue thus formed
8. 8
   LavadoBy eluting the product with ethyl acetatemethanol (4:1)

Procedimiento

In 100 ml of THF was dissolved 9.97 g of compound (29) and after adding slowly thereto 4.45 g of triethylamine and then 6.01 g of isobutyl chloroformate under ice-cooling, the reaction was performed under ice-cooling. To the reaction mixture was slowly added 11.37 g of 3-(2-oxo-1-pyrrolidinyl)-propylamine and then the reaction was performed for one hour under ice-cooling. Precipitates were filtered off, the filtrate was concentrated, and the residue thus formed was subjected to silica gel column chromatography. By eluting the product with ethyl acetatemethanol (4:1), 4.43 g of (S)-1-benzyloxycarbonyl-N-[3-(2-oxo-pyrrolidinyl)propyl]-2-pyrrolidine carboxamide (99) was obtained.

Fuente