Hydrochloric Acid → HCID 86716594, compound

Participants

Reaction Conditions

Reaction Steps

Add ditert-butyl(1R,2S,4R,5R,6R)-2-(tert-butoxycarbonylamino)-4-[[5-(difluoromethyl)-4H-1,2,4-triazol-3-yl]sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylate (0.356 g, 651.3 μmol) in 1,4-dioxane (1.63 mL) to a solution of hydrogen chloride (4M in dioxane). Heat the mixture to 50° C. with stirring. A solid precipitate out of solution soon after heating commenced. Cool the reaction mixture and concentrate under reduced pressure. Purify the residue by silica gel chromatography (40 g SiO2) eluting with 0-20% hydrochloric acid (0.01 M aqueous) in acetonitrile gradient over 60 minutes at 40 mL/minute flow rate. Concentrate under reduced pressure to provide the crude material as oil. Re-purify using same conditions. Concentrate under reduced pressure to give the title compound as a white solid (0.196 g, 93%). MS (m/z): 335 (M+1).

Provenance & Evidence