Hydrochloric Acid → LY3020371 (hydrochloride)

Participants

Reaction Conditions

Reaction Steps

Di-tert-butyl (1S,2R,3S,4S,5R,6R)-2-[(tert-butoxycarbonyl)amino]-3-{[(3,4-difluorophenyl)sulfanyl]methyl}-4-hydroxybicyclo[3.1.0]hexane-2,6-dicarboxylate (0.58 g, 7.19 mmol) is weighed into a 100 mL round bottom with a stir bar. Hydrogen chloride (4N in dioxane, 33 mL, 132.0 mmol) is added. The mixture is warmed to 70° C. for 2 hours and then allowed to cool to ambient temperature. The solvent is removed under reduced pressure to give a residue. The residue is dissolve in dichloromethane (50 mL) and the solvent is removed under reduced pressure to give a residue. This is done three more times to give the title compound (567 mg, 1.43 mmol, 97% yield). MS (m/z): 360.0 (M+1).

Provenance & Evidence