تفاعل #2254187

معادلة التفاعل

DIPEA

N-(tert-butoxycarbonyl)glycine

PYBOP

2,2,2-trifluorethylamine

→

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

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction is quenched with water
2. 2
   استخلاصextracted three times with dichloromethane
3. 3
   غسيلThe combined organic phases are washed with HCl (2M), Na2CO3 (1M)
4. 4
   تجفيفa saturated aqueous solution of NaCl, dried over MgSO4
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىThe crude product is purified by column chromatography (450 g)
7. 7
   غسيلeluting with a mixture of ethyl acetate and hexane (2:3 to 3:2)

الإجراء التجريبي

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).

المصدر