Реакция #2254187

Уравнение реакции

DIPEA

N-(tert-butoxycarbonyl)glycine

PYBOP

2,2,2-trifluorethylamine

→

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

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   Другоеthe reaction is quenched with water
2. 2
   Экстракцияextracted three times with dichloromethane
3. 3
   ПромывкаThe combined organic phases are washed with HCl (2M), Na2CO3 (1M)
4. 4
   Сушкаa saturated aqueous solution of NaCl, dried over MgSO4
5. 5
   Концентрированиеconcentrated in vacuo
6. 6
   ДругоеThe crude product is purified by column chromatography (450 g)
7. 7
   Промывкаeluting with a mixture of ethyl acetate and hexane (2:3 to 3:2)

Методика

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).

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