Reaktion #641009

Reaktionsgleichung

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

DMF

HOBT hydrate

EDCI hydrochloride

NH4Cl

→

pure desired compound

4-{(S)-4-tert-butoxycarbonyl-2-[(6-methyl-2-phenyl-pyrimidine-4-carbonyl)-amino]-butyryl}-piperazine-1-carboxylic acid ethyl ester

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITthe stirring was continued overnight at RT
2. 2
   Extraktionthe mixture was extracted with EA
3. 3
   Trocknenphases were dried (Na2SO4)
4. 4
   Sonstigeevaporated off
5. 5
   Waschenwashed with a Na2CO3 solution
6. 6
   Sonstigedried
7. 7
   Sonstigeevaporated off

Vorschrift

Intermediate 86.2 (214 mg), HOBT hydrate (168 mg) and EDCI hydrochloride (210 mg) were dissolved in DMF (7 ml). After 15 min stirring, 4-((S)-2-amino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester (377 mg) was added and the stirring was continued overnight at RT. A saturated NH4Cl solution was added and the mixture was extracted with EA. The org. phases were dried (Na2SO4) and evaporated off. Column chromatography (EA/Hept 1/3 to 1/1) of the crude offered the compound still contaminated by some starting material. It was then taken up in EA and washed with a Na2CO3 solution, dried and evaporated off to give 462 mg of the pure desired compound.

Quelle