Acetohydrazide → HCID 57650280, compound

Participants

Reaction Steps

To a mixture of (2R,4R)-tert-butyl-2-((4-chlorobenzyl)carbamothioyl)-4-acetoxypyrrolidine-1-carboxylate from Step C (1.6 g, 3.88 mmol) and acetic hydrazide (575 mg, 7.76 mmol) in acetonitrile (18 ml) was added mercury (II) acetate (1.85 g, 5.82 mmol). The reaction mixture was stirred at room temperature for 16 h. The mixture was filtered through a plug of celite and washed with acetonitrile. The combined filtrates were concentrated, the resulting residue taken up in EtOAc (200 ml), then washed with H2O (75 ml), dried (Na2SO4), filtered and concentrated. Flash chromatography purification (Hex/EtOAc gradient, 10-100% EtOAc) provided the desired product.

Provenance & Evidence