Hydrazine → HCID 178454123, compound

Participants

Reaction Conditions

Reaction Steps

Cis-3-((tert-butoxycarbonyl)amino)cyclobutyl methanesulfonate (intermediate in the synthesis of tert-butyl(trans-3-aminocyclobutyl)carbamate from Radchenko, D. S., Pavlenko, S. O., et al J. Org. Chem. 2010, 75, 5941-5952, 10 g, 37.7 mmol) and hydrazine (anhydrous, 5 ml, 159 mmol) were added to ethanol (100 mL) and scaled in a pressure vessel. The mixture was heated at 130° C. for 1½ hours. The crude was evaporated to dryness under reduced pressure. Purification using silica chromatography (0-10% (2 N ammonia in methanol) in dichloromethane gradient, visualize with iodine chamber) gave the desired tert-butyl(trans-3-hydrazinylcyclobutyl)carbamate (4.1 g, 20.37 mmol, 54.0% yield).

Provenance & Evidence