(S)-2-((S)-2-acetylamino-3-phenyl-propionylamino)-3-(4-[5-(4-methoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl]-phenyl)-propionic acid benzyl ester → (S)-2-((S)-2-acetylamino-3-phenyl-propionylamino)-3-{4-[5-(4-methoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl]-phenyl}-propionic acid

Participants

Reaction Steps

The title B compound, (S)-2-((S)-2-acetylamino-3-phenyl-propionylamino)-3-{4-[5-(4-methoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl]-phenyl}-propionic acid benzyl ester (104.3 mg, 0.149 mmol) is dissolved in EtOAc:EtOH (50:50; 250 mL) and put in a Parr Shaker bottle along with 10% Palladium on carbon (30 mg). This gas in the bottle is evacuated and replaced with hydrogen at 45 psi and shaken for 1.5 h. The reaction mixture is filtered through celite and concentrated to yield (S)-2-((S)-2-acetylamino-3-phenyl-propionylamino)-3-{4-[5-(4-methoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl]-phenyl}-propionic acid as a light yellow foam.

Provenance & Evidence