HCID 87947717, compound → HCID 9893043, compound

Participants

Reaction Steps

11 kg (22.869 mol) of ethyl (S)-3-(2-((S)-4-(4-(amino-hydroximino-methyl)-phenyl)-4-methyl-2,5-dioxoimidazolidin-1-yl)acetylamino)-3-phenyl-propionate were dissolved in 70 l of glacial acetic acid and this solution was introduced into a 125 l autoclave. A suspension of 1.0 kg of palladium/charcoal (10%; 50% water) and 5 l of glacial acetic acid was added to the solution. The mixture was hydrogenated for 15 h at 50° C. and 10 bar hydrogen pressure. The catalyst was filtered off with suction through a pressure filter under nitrogen and washed with 5 l of glacial acetic acid. The filtrate was completely evaporated in vacuo on a rotary evaporator at a bath temperature of 60° C. The residue was dissolved in 30 l of acetone and the solution was added, over 30 min and at 20° C., to 200 l of methyl tert-butyl ether. The mixture was subsequently stirred at room temperature for 1 h and the precipitated product was centrifuged. The filter cake was subsequently washed with 10 l of methyl tert-butyl ether, removed from the centrifuge and dried in vacuo. 10.1 kg (85%) of product were obtained. FAB-MS: 466 (M+H)+

Provenance & Evidence