Hippuric Acid → HCID 70171581, compound

Participants

Reaction Steps

The starting material compound 3 was prepared as follows. To a solution of hippuric acid (0.90 g, 5×10−3 moles) and L-glutamic acid dibenzyl ester (2.50 g, 5×10−3 moles) in DMF (35 ml) was added 1-hydroxybenzotriazole (0.73 g, 5.5×10−3 moles), triethylamine (1.4 ml, 9.7×10−3 moles) and 1(3-dimethyl-aminopropyl)-3-ethylcarbodiimide, HCl salt (1.05 g, 5.5×10−3 moles). The mixture was stirred overnight at room temperature, poured into water (400 ml) and extracted twice with ethyl acetate (100 ml). The combined extracts were washed with saturated sodium bicarbonate solution, water, 2N HCl and water. The organic phase was dried over MgSO4 and evaporated to obtain the desired starting material as a yellow oil. 2.06 g (84%).

Provenance & Evidence