تفاعل #1697982

معادلة التفاعل

4-(N-tert-butyloxycarbonylaminomethyl) piperidine

N-benzyloxycarbonyl-S-methylisothiourea

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title product

المردود 37.0%

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

المردود 37.0%

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in CH2Cl2
3. 3
   غسيلThe organic layer was washed twice with 0.3 M KHSO4 and once with brine
4. 4
   تجفيفThe combined organic layer was dried (Na2SO4)
5. 5
   ترشيحfiltered
6. 6
   أخرىevaporated
7. 7
   أخرىThe crude product was purified by flash chromatography

الإجراء التجريبي

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.

المصدر