反応 #2811

反応方程式

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

収率 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

収率 102.2%

溶媒

tetrahydrofuran

tetrahydrofuran

反応条件

後処理

1. 1
   その他evaporate the solvent in vacuo
2. 2
   workup.DISSOLUTIONdissolve the residue in ethyl acetate (75 mL)
3. 3
   洗浄Wash with 1N hydrochloric acid (25 mL) and brine (25 mL)
4. 4
   乾燥Dry (Na2SO4)
5. 5
   その他evaporate the solvent in vacuo

実験手順

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).

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