Hydrochloric Acid → HCID 89723053, compound

Participants

Reaction Steps

Intermediate XVIII-1: Under an inert atmosphere a solution of (S)-2-methyl-N-((2S,4S)-1,1,5,5,5-pentafluoro-2-(2-fluorophenyl)-4-hydroxypentan-2-yl)propane-2-sulfinamide (XVII-2) (261 mg, 0.667 mmol) and hydrochloric acid (4 M in dioxane, 0.667 ml, 2.67 mmol) in MeOH (5 ml) was stirred at 25° C. After 4 h the solvent was removed at reduced pressure. The residue was treated with a half-saturated solution of Na2CO3 and extracted three times with AcOEt. The combined organic layers were dried over MgSO4 and evaporated at reduced pressure. The crude product was purified by chromatography on silica gel (eluent: heptane/AcOEt 10:1) to yield the (2S,4S)-4-amino-1,1,1,5,5-pentafluoro-4-(2-fluorophenyl)pentan-2-ol (XVIII-1) (168 mg, 87.7%) as a light yellow solid. MS: m/z=288.5 (M+H)+.

Provenance & Evidence