반응 #2811

반응 방정식

tetrabutylammonium fluoride

2-{2-[2-(1,3-dioxo-1,3,dihydro-isoindol-2-yl)-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-benzylamino}-4-methyl-valeric acid, tert-butyl ester

→

title compound

수율 102.2%

2-{2-[2-Carboxy-2-(1,3-dioxo-1,3,dihydro-isoindol-2-yl)-ethyl]-benzylamino}-4-methyl-valeric acid, tert-butyl ester

수율 102.2%

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   기타evaporate the solvent in vacuo
2. 2
   workup.DISSOLUTIONdissolve the residue in ethyl acetate (75 mL)
3. 3
   세척Wash with 1N hydrochloric acid (25 mL) and brine (25 mL)
4. 4
   건조Dry (Na2SO4)
5. 5
   기타evaporate the solvent in vacuo

실험 절차

Dissolve 2-{2-[2-(1,3-dioxo-1,3,dihydro-isoindol-2-yl)-2-(2-trimethylsilanyl-ethoxycarbonyl)-ethyl]-benzylamino}-4-methyl-valeric acid, tert-butyl ester (221 mg, 0.372 mmol) in tetrahydrofuran (5 mL) and treat with tetrabutylammonium fluoride (0.43 mL of a 1.0M solution in tetrahydrofuran, 0.43 mmol). Stir for 1.5 hours, evaporate the solvent in vacuo and dissolve the residue in ethyl acetate (75 mL). Wash with 1N hydrochloric acid (25 mL) and brine (25 mL). Dry (Na2SO4) and evaporate the solvent in vacuo to give the title compound as a white solid (188 mg).

출처