Reaktion #93118

Reaktionsgleichung

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

Ausbeute 29.7%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONafter adding slowly
2. 2
   Temperaturcooling
3. 3
   Temperaturcooling
4. 4
   SonstigePrecipitates
5. 5
   Filtrationwere filtered off
6. 6
   Einengenthe filtrate was concentrated
7. 7
   Sonstigethe residue thus formed
8. 8
   WaschenBy eluting the product with ethyl acetatemethanol (4:1)

Vorschrift

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.

Quelle