Reaktion #2254187

Reaktionsgleichung

DIPEA

N-(tert-butoxycarbonyl)glycine

PYBOP

2,2,2-trifluorethylamine

→

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

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction is quenched with water
2. 2
   Extraktionextracted three times with dichloromethane
3. 3
   WaschenThe combined organic phases are washed with HCl (2M), Na2CO3 (1M)
4. 4
   Trocknena saturated aqueous solution of NaCl, dried over MgSO4
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigeThe crude product is purified by column chromatography (450 g)
7. 7
   Wascheneluting with a mixture of ethyl acetate and hexane (2:3 to 3:2)

Vorschrift

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).

Quelle