반응 #93054

반응 방정식

triethylamine

N-benzyloxycarbonyl-L-proline

methyl 1-aminocyclopentane-1-carboxylate

dioxane

water

→

methyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylate

수율 79.0%

용매

ethyl acetate

반응 조건

후처리

1. 1
   workup.ADDITIONwere then added
2. 2
   세척the organic phase was washed successively with 10% strength aqueous citric acid solution, sodium carbonate solution and water
3. 3
   건조dried over sodium sulfate
4. 4
   기타evaporated down under reduced pressure
5. 5
   기타Crystallization of the solid residue

실험 절차

5.4 ml of triethylamine and 13.5 g of the N-hydroxysuccinimide ester of N-benzyloxycarbonyl-L-proline were added to 5.6 g of methyl 1-aminocyclopentane-1-carboxylate in 50 ml of dioxane at 10° C., the reaction mixture was stirred for 2 hours at this temperature, 20 ml of water were then added and the reaction was allowed to continue for 20 hours at room temperature. The mixture was taken up in ethyl acetate, and the organic phase was washed successively with 10% strength aqueous citric acid solution, sodium carbonate solution and water, dried over sodium sulfate and evaporated down under reduced pressure. Crystallization of the solid residue gave 11.5 g (79%) of methyl N-benzyloxy-carbonyl-L-prolyl-1-aminocyclopentane-1-carboxylate.

출처