Hydrochloric Acid → HCID 74927732, compound

Participants

Reaction Steps

To a solution of Compound 8 (20 mg, 0.02 mmol) in 1,4 dioxane (1 mL) was dropwise added 4M HCl in 1,4-dioxane (1 mL) at 0-5° C. After the addition, the reaction mixture was gradually increased to room temperature and stirred for 1.8 h. To this solution, ether (30 mL) was added and continuously stirred for 30 min. The resulting mixture was placed in the freezer for 2 h. Solid residue was quickly filtered, washed with ethyl ether (5 mL), and immediately dissolved in DI H2O and lypophilized to provide pure DCA-NE3TA as a light brownish solid (19 mg, 98%). 1H NMR (CD3OD) 0.71 (s, 3H), 0.92-3.90 (m, 55H), 3.97 (s, 1H), 4.09 (s, 1H), 7.28 (d, 2H), 7.57 (d, 2H); 13C NMR (CD3OD) 11.86, 16.39, 22.35, 23.50, 26.09, 27.02, 27.33, 28.53, 29.68, 31.79, 33.43, 33.63, 33.73, 33.91, 35.04, 35.55, 35.79, 36.05, 42.21, 44.44, 46.17, 71.16, 72.65, 120.41, 129.55, 130.54, 167.99, 173.96 HRMS (Positive ion FAB) Calcd for C45H72N5O9 [M+H]+ m/z 826.5330. Found: [M+H]+ m/z 826.5355.

Provenance & Evidence