Cesium carbonate → 3-(1,1-Dimethylethyl) 1,2-bis(phenylmethyl) 1,2,3-pyrazolidinetricarboxylate

Participants

Reaction Conditions

Reaction Steps

Bis(phenylmethyl) 1,2-hydrazinedicarboxylate (5.91 g, 19.68 mmol) was placed in a 500 ml round bottomed flask and acetonitrile (150 ml) was added followed by cesium carbonate (14.11 g, 43.3 mmol). 1,1-Dimethylethyl 2,4-dibromobutanoate (4.00 ml, 19.68 mmol) was added dropwise and the reaction was heated to 60° C. and stirred overnight. The resulting solution was cooled to room temperature and passed through a pad of celite. The filtrate was concentrated and purified via combiflash silica gel chromatography (0-100% EtOAC in hex) yielding 3-(1,1-dimethylethyl) 1,2-bis(phenylmethyl) 1,2,3-pyrazolidinetricarboxylate (5.3 g, 12.03 mmol, 61.1% yield) as a pale yellow oil.

Provenance & Evidence