반응 #1672665

반응 방정식

4-(N-tert-butyloxycarbonylaminomethyl) piperidine

N-benzyloxycarbonyl-S-methylisothiourea

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title product

수율 37.0%

4-(N-tert-butyloxycarbonylaminomethyl)-1-(N-benzyloxycarbon ylamidino) piperidine

수율 37.0%

용매

ethanol

반응 조건

후처리

1. 1
   기타The solvent was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in CH2Cl2
3. 3
   세척The organic layer was washed twice with 0.3 M KHSO4 and once with brine
4. 4
   건조The combined organic layer was dried (Na2SO4)
5. 5
   여과filtered
6. 6
   기타evaporated
7. 7
   기타The crude product was purified by flash chromatography

실험 절차

7.8 g (36.4 mmole) of 4-(N-tert-butyloxycarbonylaminomethyl) piperidine and 8.98 g (40 mmole) of N-benzyloxycarbonyl-S-methylisothiourea was mixed in 25 mL ethanol. The mixture was heated at 60-70° C. for six hours and left at roomtemperature for two days. The solvent was evaporated and the residue was dissolved in CH2Cl2. The organic layer was washed twice with 0.3 M KHSO4 and once with brine. The combined organic layer was dried (Na2SO4), filtered and evaporated. The crude product was purified by flash chromatography using a stepwise gradient of CH2Cl2 /MeOH (100/0, 97/3, 95/5, 90/10) as eluent to yield 5.22 g (37%) of the title product.

출처