반응 #10041

반응 방정식

(S)-1-(t-butyloxycarbonyl)-3-[2-[3-(4-nitrobenzyloxycarbonyl)guanidino]acetylamino]pyrrolidine

sulfuric acid

Diisopropyl ether

→

title compound

수율 95.4%

(S)-3-[2-[3-(4-nitrobenzyloxycarbonyl)guanidino]acetylamino]pyrrolidine disulfate

수율 95.4%

용매

methanol

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to from 20 to 30° C.
2. 2
   workup.STIRRINGwas stirred at the same temperature for 0.5 hours
3. 3
   workup.STIRRINGwas stirred at the same temperature for 1 hour
4. 4
   기타The crystals which precipitated
5. 5
   여과were collected by filtration

실험 절차

(S)-1-(t-butyloxycarbonyl)-3-[2-[3-(4-nitrobenzyloxycarbonyl)guanidino]acetylamino]pyrrolidine ½ sulfate (350 g, purity 86%) was added to a solution of concentrated sulfuric acid (234 g) and methanol (2.45 L) and the mixture was stirred at from 40 to 45° C. for 2.5 hours. The reaction mixture was cooled to from 20 to 30° C., and then was stirred at the same temperature for 0.5 hours. Diisopropyl ether (3.5 L) was added to the mixture, which was stirred at the same temperature for 1 hour. The crystals which precipitated were collected by filtration to give the title compound (328 g, purity 95.8%, yield 95.4%).

출처