Trifluoroacetic acid → 5-(4-amino-benzyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one TFA salt

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Reaction Steps

To a solution of the title C compound, {4-[5-(2,4-dimethoxybenzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]phenyl}carbamic acid t-butyl ester (20 mg, 0.041 mmol) in CH2Cl2 (1 mL) is added TFA (1 mL). The reaction is stirred at RT overnight. Upon addition the reaction becomes light pink colored, progressing to deep purple after overnight. The solvent is evaporated and the residue is taken up in 2 mL of MeCN/water (50/50). This is filtered through a 0.2 micron PTFE membrane filter and the filtrate is collected. MeCN is removed under reduced pressure and water via lyophilization to give 5-(4-amino-benzyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one TFA salt as a yellow foam: [M−1]−=240.

Provenance & Evidence