Hydrochloric Acid → 1-(Isopropyl carboxy)ethyl 5-amino-4-oxopentanoate hydrochloride

Participants

Reaction Steps

A stirred mixture of the product of 2b (4.92 g; 11.5 mmol), 10% palladium on activated carbon (100 mg), hydrogen gas and 2.0 M hydrogen chloride in diethyl ether (10 mL; 20 mmol) in 2-propanol (15 mL) and dioxane (15 mL) was hydrogenated at ca. 6 bar for 2 days at ambient temperature. The mixture was filtered through a Celite® 545 pad and the residue was washed with 2-propanol (2×5 mL). The combined filtrates were evaporated and the resulting oil was triturated with diethyl ether (4×10 mL), then stored in a freezer. The oil did not solidify. After vacuum-drying (at 0.005 mm Hg) overnight, 1.97 g (71%) product was obtained (tan, viscous oil).

Provenance & Evidence