HCID 12552183, compound → HCID 12552184, compound

Participants

Reaction Steps

4-Methyl 4-benzyloxycarbonylmethyl azetidin-2-one (2) (2.3 g) was dissolved in ethanol (50 ml) and hydrogenated over 10% Pd/C (250 mg) for one hour. The solution was filtered and a further quantity of catalyst (250 mg) added. The hydrogenation was continued for a further hour and the solution filtered through kieselguhr and evaporated. 4-Methyl-4-carboxymethylazetidin-2-one (3) was obtained as a colourless gum which solidified on standing (1.4 g; 98%), νmax (CHCl3 or KBr disc) 3300, 1730, 1695 cm-1. δ ppm (DMSO) 1.38 (3H, s, CH3), 2.57 (2H, s, CH2CO2H), 2.57 and 2.81 (2H, two doublets [AB system] J 14 Hz C3-methylene), 7.90 (1H, s, NH [exchangeable]), 7.0 to 8.5 (1H, br. signal, CO2H [exchangeable]).

Provenance & Evidence