Ethanol → HCID 178452487, compound

Participants

Reaction Conditions

Reaction Steps

(5S)-tert-Butyl 2-((tert-butyldimethylsilyloxy)methyl)-5-cyclopropyl-3-oxopyrrolidine-1-carboxylate (34) (1.52 g, 4.11 mmol) was dissolved in DMF-DMA (5 mL) and heated to 110° C. for 1 h. The reaction mixture was concentrated under vacuum and to the resulting residue was added EtOH (8 mL) and hydrazine monohydrate (0.99 mL, 20.5 mmol). The resulting solution was stirred at rt for 5 h after which EtOAc (10 mL) was added. The solution was washed with brine (10 mL), dried (Na2SO4), filtered, concentrated under vacuum and purified on a silica gel column (eluant hexane/EtOAc, 9/1 to 1/1) to give 1.41 g (87%) of (4R)-tert-butyl 6-((tert-butyldimethylsilyloxy)methyl)-4-cyclopropyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(2H)-carboxylate (35). Retention time (min)=2.086, method [1], MS (m/z) 394.2 (M+H)+.

Provenance & Evidence