Ammonium Chloride → 439150-76-2

Participants

Reaction Steps

Sodium borohydride (0.63 g, 16.3 mmol) was dissolved into THF (30 mL) and water (4 mL) and cooled to 0° C. (R)-4-tert-butyl 1-(2,5-dioxopyrrolidin-1-yl) 2-(tert-butoxycarbonylamino)succinate (4.6 g, 11.9 mmol) was dissolved into THF (5 mL) and added dropwise to the solution. After 1 h, saturated ammonium chloride (10 mL) was added and the mixture was extracted with ethyl acetate (4×50 mL), dried over MgSO4 and concentrated. The residue was filtered through silica gel with ethyl acetate/hexanes 1:1. The solvent was removed in vacuo to give the title compound (1.91 g, 59%) as a white foam. 1H NMR (300 MHz, DMSO-d6) δ 6.55-6.52 (m, 1H), 4.74-4.69 (m, 1H), 3.81-3.72 (m, 1H), 3.21-3.14 (m, 1H), 2.50-2.39 (m, 1H), 2.19-2.06 (m, 1H), 1.39 (s, 9H), 1.36 (s, 9H).

Provenance & Evidence