Imidazole → HCID 14430629, compound

Participants

Reaction Steps

To a suspension of (2R,11aS)-2-hydroxy-1,2,3,10,11,11a-hexahydro-5H-pyrrolo(2,1-c][1,4]benzodiazepin-5,11-dione (50 g) prepared in Reference Example 21 and imidazole (33.7 g) in N,N-dimethylformamide (500 ml), there was added 37.9 g of tert-butyldimethylsilyl chloride at room temperature in a nitrogen gas atmosphere and the mixture was stirred at room temperature for 3 hours. The reaction solution was poured into one liter of ice water and the crystals precipitated were recovered by filtration. The crystals were washed with water and then dried to give 72.5 g (yield 99.9%) of (2R,11aS)-2-(tert-butyldimethylsilyloxy)-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-5,11-dione as white crystals.

Provenance & Evidence