Hydrochloric Acid → HCID 131729733, compound

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Reaction Steps

3-(3-Cyanophenoxy)-6-nitro-L-phenylalanine (87) N-(tert-Butoxycarbonyl)-3-(3-cyanophenoxy)-6-nitro-L-phenylalanine (86) (1.6 g, 3.8 mmol) was dissolved in a solution of HCl in dioxane (4 N, 70 mL). After 1.5 h, the reaction mixture was diluted with Et2O (200 mL) and filtered. The solid was washed with Et2O and dried at 50° C. under vacuum to afford the title compound as a white solid (1.3 g, 97%). LCMS m/z 328.1 (M+1). 1H NMR (400 MHz, CD3OD) δ 3.41 (dd, J=13.8, 7.5 Hz, 1H), 3.66 (dd, J=13.8, 7.4 Hz, 1H), 4.34 (t, J=7.4 Hz, 1H), 7.12-7.15 (m, 2H), 7.43-7.49 (m, 1H), 7.52-7.54 (m, 1H), 7.63-7.68 (m, 2H), 8.22-8.25 (m, 1H).

Provenance & Evidence