反応 #2254187

反応方程式

DIPEA

N-(tert-butoxycarbonyl)glycine

PYBOP

2,2,2-trifluorethylamine

→

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

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他the reaction is quenched with water
2. 2
   抽出extracted three times with dichloromethane
3. 3
   洗浄The combined organic phases are washed with HCl (2M), Na2CO3 (1M)
4. 4
   乾燥a saturated aqueous solution of NaCl, dried over MgSO4
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The crude product is purified by column chromatography (450 g)
7. 7
   洗浄eluting with a mixture of ethyl acetate and hexane (2:3 to 3:2)

実験手順

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).

出典