Reaktion #1762576

Reaktionsgleichung

(1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate tosylate salt

CDI

→

compound 33

Ausbeute 70.0%

(1R,2S)-ethyl 1-(1H-imidazole-1-carboxamido)-2-vinylcyclopropanecarboxylate

Ausbeute 70.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was then refluxed overnight
2. 2
   SonstigeThe solvent was removed under reduced pressure
3. 3
   workup.DISSOLUTIONThe residue was dissolved in DCM
4. 4
   Waschenwashed twice with water
5. 5
   TrocknenThe organic layer was dried over sodium sulfate
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe residue was purified by chromatography on silica gel

Vorschrift

Under nitrogen, (1R,2S)-ethyl 1-amino-2-vinylcyclopropanecarboxylate tosylate salt (5 g, 1 eq.) and CDI (2.7 g, 1.1 eq.) were dissolved in THF (50 mL) containing TEA (2.3 mL, 1.1 eq.). The reaction mixture was then refluxed overnight. The solvent was removed under reduced pressure. The residue was dissolved in DCM, and washed twice with water. The organic layer was dried over sodium sulfate and then concentrated. The residue was purified by chromatography on silica gel to yield compound 33 as pale yellow oil in 70% yield.

Quelle