Hydrochloric Acid → HCID 69512874, compound

Participants

Reaction Steps

To a solution of 5.0 g (13 mmol) of tert-butyl (1S)-1-{(1SR)-1-hydroxy-2-[(2-pyridinylsulfonyl)amino]ethyl}pentylcarbamate & tert-butyl (1S)-1-{(1R)-1-hydroxy-2-[(2-pyridinylsulfonyl)amino]ethyl}pentylcarbamate in 15 mL of dioxane was added 20 mL of 4M hydrochloric acid in dioxane. The reaction mixture was stirred for 2 h and concentrated under reduced pressure to leave 4.2 g (>99) of N-[(2S,3S)-3-amino-2-hydroxyheptyl]-2-pyridinesulfonamide hydrochloride & N-[(2R,3S)-3-amino-2-hydroxyheptyl]-2-pyridinesulfonamide hydrochloride. 1H-NMR (400 MHz, DMSO-d6): δ 8.71 (s, 1H), 8.10–7.92 (m, 5H), 7.79–7.65 (m, 2H), 3.86 (s, 1H), 3.16-2.91 (m 3H), 1.58–1.33 (m, 2H), 1.20 (m, 4H), 0.84 (m, 3H); ES-LCMS m/z 288 (M+H).

Provenance & Evidence