(Methoxycarbonylsulfamoyl)triethylammonium hydroxide → HCID 68668979, compound

Participants

Reaction Steps

A solution of 1-((2-((R)-2-tert-butoxycarbonylamino-2-methyl-3-phenylpropanoyl)hydrazino)acetyl)-4-butylpiperazine-2,3-dione from Step A (80 mg, 0.16 mmol) and (methoxycarbonylsulfamoyl)triethylammonium hydroxide, inner salt (152 mg, 0.64 mmol) in 1.6 mL dichloroethane was heated in the microwave at 120° C. for 8 min. Concentration and flash chromatography (silica gel, 80-100% EtOAc/hexanes) gave 1-((5-(2-tert-butoxycarbonylamino-1-phenylpropan-2-yl)-1,3,4-oxadiazol-2-yl)methyl)-4-butylpiperazine-2,3-dione. 1H NMR (CDCl3) δ 7.30 (m, 3H), 7.05 (m, 2H), 4.92 (m, 3H), 3.61 (m, 2H), 3.55 (m, 2H), 3.48 (m, 3H), 3.30 (d, 1H, J=13.6 Hz), 1.60 (s, 3H), 1.57 (m, 2H), 1.40 (s, 9H), 1.35 (m, 2H), 0.94 (t, 3H, J=7.3 Hz).

Provenance & Evidence