Tert-butyl (2-(5-(4-ethoxybenzyl)-2,4-dioxothiazolidin-3-yl)ethyl)carbamate → 3-(2-Aminoethyl)-5-(4-ethoxybenzyl)thiazolidine-2,4-dione
Reaction equation
[CH2:1]([O:3][C:4]1[CH:27]=[CH:26][C:7]([CH2:8][CH:9]2[S:13][C:12](=[O:14])[N:11]([CH2:15][CH2:16][NH:17]C(=O)OC(C)(C)C)[C:10]2=[O:25])=[CH:6][CH:5]=1)[CH3:2]>C(O)(C(F)(F)F)=O.ClCCl>[NH2:17][CH2:16][CH2:15][N:11]1[C:10](=[O:25])[CH:9]([CH2:8][C:7]2[CH:26]=[CH:27][C:4]([O:3][CH2:1][CH3:2])=[CH:5][CH:6]=2)[S:13][C:12]1=[O:14]Participants
4
Procedure
Compound 5 (80 mg, 0.20 mmol) was dissolved in 50% TFA in dichloromethane (2 mL) and then stirred at room temperature for 1 h. The solvent was removed by evaporation and the residue was dissolved in dioxane (2 mL), and evaporated again. The solid was collected by filtration, washed with ethyl ether, and dried to afford compound 6 in 58.5% (48 mg) yield as a white solid.