Hydrochloric Acid → (R)-ethyl 3-amino-4-(3'-chlorobiphenyl-4-yl)butanoate hydrochloride

Participants

Reaction Steps

To (R)-ethyl 3-(tert-butoxycarbonylamino)-4-(3′-chlorobiphenyl-4-yl)butanoate (3.33 g, 7.97 mmol) is added a solution of 4 M HCl in 1,4-dioxane (19.9 mL, 18.0 mmol) at room temperature. After stirring for 0.5 hours, the reaction mixture is concentrated under reduced pressure to give (R)-ethyl 3-amino-4-(3′-chlorobiphenyl-4-yl)butanoate hydrochloride (2.90 g). HPLC retention time=0.70 minutes (condition B); MS (m+1)=318.26; 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.19-1.24 (m, 3H) 2.73-2.78 (m, 1H) 2.84-2.91 (m, 1H) 3.05-3.11 (m, 1H) 3.50-3.54 (m, 1H) 3.92 (br s, 1H) 4.14-4.17 (m, 2H) 7.29-7.53 (m, 8H) 8.73 (br. s., 3H).

Provenance & Evidence