Reaktion #1995779

Reaktionsgleichung

5-Hydroxy-1-phenyl-1H-pyrazole-3-carboxylic acid

4-((S)-2-Amino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester

HOBT

EDC

→

4-{(S)-4-tert-Butoxycarbonyl-2-[(5-hydroxy-1-phenyl-1H-pyrazole-3-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester

Lösungsmittel

DMF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with DCM
2. 2
   TrocknenThe organic phase was dried over MgSO4
3. 3
   Sonstigethe solvents were removed under reduced pressure
4. 4
   SonstigeThe crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate
5. 5
   workup.ADDITIONThe fractions containing the product
6. 6
   Sonstigethe solvent evaporated under reduced pressure

Vorschrift

To a solution of 1.3 g of 5-Hydroxy-1-phenyl-1H-pyrazole-3-carboxylic acid and 2.2 g of 4-((S)-2-Amino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester in 80 ml of DMF, 0.9 g of HOBT and 1.3 g of EDC was added and the reaction mixture was stirred for 2 h at RT. Then, the reaction mixture was diluted with water and extracted with DCM. The organic phase was dried over MgSO4 and the solvents were removed under reduced pressure. The crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate. The fractions containing the product were combined and the solvent evaporated under reduced pressure. Yield: 2.7 g.

Quelle