반응 #503198

반응 방정식

5-[3′,5′-dichloro-4′-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-biphenyl-4-carbonyl]-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

trifluoroacetic acid

→

title compound

수율 100.0%

1-cyclohexyl-3-[3,5-dichloro-4′-(2,5-diaza-bicyclo[2.2.1]heptane-2-carbonyl)-biphenyl-4-ylmethyl]-pyrrolidin-2-one

수율 100.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타Remove the solvent under vacuum
2. 2
   workup.DISSOLUTIONdissolve the residue in ethyl acetate
3. 3
   세척wash with saturated aqueous sodium bicarbonate
4. 4
   건조Dry the organic layer with sodium sulfate
5. 5
   농축concentrate under vacuum
6. 6
   기타purify the crude product by silica gel chromatography

실험 절차

Dissolve chiral 5-[3′,5′-dichloro-4′-(1-cyclohexyl-2-oxo-pyrrolidin-3-ylmethyl)-biphenyl-4-carbonyl]-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (0.119 g, 0.19 mmol) in dichloromethane (3 mL), treat with trifluoroacetic acid (1 mL) and stir for 1 hour at room temperature. Remove the solvent under vacuum, dissolve the residue in ethyl acetate and wash with saturated aqueous sodium bicarbonate then water. Dry the organic layer with sodium sulfate, concentrate under vacuum and purify the crude product by silica gel chromatography using a gradient of 0 to 10% methanol in dichloromethane to afford 100 mg (100%) of the title compound: MS (m/z): 526 (M+).

출처