반응 #92747

반응 방정식

tert-butyl (3R)-3-({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)-5-methylhexanoate

trifluoroacetic acid

→

(3R)-3-({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)-5-methylhexanoic acid

수율 77.2%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타The solvent was evaporated under reduced pressure, and water
2. 2
   workup.ADDITIONa saturated aqueous sodium hydrogen carbonate solution, 1 M hydrochloric acid, and chloroform were added
3. 3
   기타a layer separation operation
4. 4
   건조The organic layer was dried over anhydrous sodium sulfate
5. 5
   기타the solvent was evaporated under reduced pressure
6. 6
   기타the obtained residue was purified by silica gel column chromatography
7. 7
   기타To the obtained purified product
8. 8
   workup.ADDITIONwere added ethyl acetate and diisopropyl ether
9. 9
   여과the resulting solid was collected by filtration
10. 10
    기타dried

실험 절차

To a solution of 216 mg of tert-butyl (3R)-3-({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)-5-methylhexanoate in 2 ml of dichloromethane was added 2 ml of trifluoroacetic acid, followed by stirring overnight. The solvent was evaporated under reduced pressure, and water, a saturated aqueous sodium hydrogen carbonate solution, 1 M hydrochloric acid, and chloroform were added thereto to carry out a layer separation operation. The organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography. To the obtained purified product were added ethyl acetate and diisopropyl ether, and the resulting solid was collected by filtration and dried to obtain 147 mg of (3R)-3-({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)-5-methylhexanoic acid.

출처