반응 #2254187

반응 방정식

DIPEA

N-(tert-butoxycarbonyl)glycine

PYBOP

2,2,2-trifluorethylamine

→

[(2,2,2-trifluoro-ethylcarbamoyl)-methyl]-carbamic acid tert-butyl ester

용매

dichloromethane

반응 조건

후처리

1. 1
   기타the reaction is quenched with water
2. 2
   추출extracted three times with dichloromethane
3. 3
   세척The combined organic phases are washed with HCl (2M), Na2CO3 (1M)
4. 4
   건조a saturated aqueous solution of NaCl, dried over MgSO4
5. 5
   농축concentrated in vacuo
6. 6
   기타The crude product is purified by column chromatography (450 g)
7. 7
   세척eluting with a mixture of ethyl acetate and hexane (2:3 to 3:2)

실험 절차

DIPEA (15 ml) is added to a solution of N-(tert-butoxycarbonyl)glycine (5.0 g), PYBOP (benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate, 16.3 g) and 2,2,2-trifluorethylamine (2.47 ml) in dichloromethane (48 ml). After 24 hours at room temperature, the reaction is quenched with water and extracted three times with dichloromethane. The combined organic phases are washed with HCl (2M), Na2CO3 (1M) and a saturated aqueous solution of NaCl, dried over MgSO4 and concentrated in vacuo. The crude product is purified by column chromatography (450 g) eluting with a mixture of ethyl acetate and hexane (2:3 to 3:2) to yield [(2,2,2-trifluoro-ethylcarbamoyl)-methyl]-carbamic acid tert-butyl ester (3.89 g).

출처