Hydrochloric Acid → HCID 86702654, compound

Participants

Reaction Steps

To a flask containing compound 7 (8.5 mg, 0.011 mmol) at 0-5° C. was added dropwise 4M HCl (g) in 1,4-dioxane (3 mL) over 20 min. The resulting mixture was gradually warmed to room temperature and continuously stirred for 18 h. Ether (20 mL) was added to the reaction mixture which was then stirred for 10 min. The resulting mixture was placed in the freezer for 1 h. The resulting precipitate was filtered and washed with ether. The solid product was quickly dissolved in deionized water. The aqueous solution was concentrated in vacuo to provide 8 (7.1 mg, 88%) as an off-white solid. 1H NMR (D2O, 300 MHz) δ 1.50-1.73 (m, 4H), 2.53-2.65 (m, 2H), 3.00-3.35 (m, 10H), 3.49-3.85 (m, 13H), 7.17-7.30 (m, 4H); 13C NMR (D2O, 300 MHz) δ 25.7 (t), 26.6 (t), 33.5 (t), 48.2 (t), 49.6 (t), 50.4 (t), 51.8 (t), 52.5 (t), 53.7 (t), 54.0 (t), 56.0 (t), 60.3 (d), 123.0 (d), 127.5 (s), 130.0 (d), 142.2 (s), 168.0 (s), 170.0 (s), 173.6 (s). HRMS (Positive ion FAB) Calcd for C25H40N5O8: [M+H]+ m/z 538.2877. Found: [M+H]+ m/z 538.2880.

Provenance & Evidence