반응 #161030

반응 방정식

4-morpholinecarbonyl chloride

triethylamine

N—[N-[(phenylmethoxy)carbonyl]-L-leucyl]-L-norleucinol

→

title compound

수율 71.0%

N—[N-(4-Morpholinylcarbonyl)-L-leucyl]-L-norleucinol

수율 71.0%

용매

methanol

methylene chloride

methylene chloride

반응 조건

후처리

1. 1
   여과After the reaction solution was filtered
2. 2
   농축the filtrate was concentrated under reduced pressure
3. 3
   온도Under ice-cooling
4. 4
   기타was returned to room temperature
5. 5
   workup.STIRRINGwas stirred overnight
6. 6
   세척After the reaction solution was washed with water
7. 7
   건조saturated brine, it was dried with anhydrous sodium sulfate
8. 8
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
9. 9
   workup.ADDITIONEther was added to the residue
10. 10
    세척to wash it

실험 절차

70 mg of 10% palladium-carbon was added to a solution of 700 mg (2 mmol) of N—[N-[(phenylmethoxy)carbonyl]-L-leucyl]-L-norleucinol obtained in Reference Example 185 in 10 ml of methanol, and the mixture was stirred under a hydrogen atmosphere at room temperature overnight. After the reaction solution was filtered, the filtrate was concentrated under reduced pressure. 20 ml of methylene chloride and 404 mg (4 mmol) of triethylamine were added to the residue. Under ice-cooling, a solution of 299 mg (2 mmol) of 4-morpholinecarbonyl chloride in 3 ml of methylene chloride was added to the mixture solution. The reaction solution was returned to room temperature and was stirred overnight. After the reaction solution was washed with water and then saturated brine, it was dried with anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. Ether was added to the residue to wash it to obtain 488 mg (71%) of the title compound.

출처