Methanol → HCID 18463927, compound

Participants

Reaction Steps

2-[6-(4-Allyloxy-3,5-dichloro-benzoylamino)-2-methyl-3,7-dioxo-[1,2]diazepan-1-yl]-propionic acid ethyl ester (17) (216 mg, 0.44 mmol) was stirred in 1N NaOH (2 mL) and MeOH (2 mL) at room temperature for 45 min. The mixture was diluted with water (30 mL), extracted with dichloromethane three times. The combined organic layers were dried over anhydrous Na2SO4, filtered and evaporated in vacuo to dryness to afford 201 mg (99% yield) of the title compound. 1H-NMR (500 MHz, CDCl3) δ 1.58-1.68 (m, 3H), 1.88-2.00 (m, 1H), 2.40-2.48 (m, 1H), 2.80-3.18 (m, 2H), 3.25-3.48 (d, 3H), 4.47-4.65 (m, 2.5H), 4.74-4.81 (m, 0.5H), 4.90-5.05 (m, 1H), 5.27-5.31 (d, 1H), 5.38-5.43 (d, 1H), 6.08-61.8 (m, 1H), 7.07-7.22 (m, 2H), 7.71 (d, 2H). Analytical HPLC: 5.85 min. LC-MS (ES+): m/e=458, 460 (M+H+).

Provenance & Evidence