Water → HCID 18663506, compound

Participants

Reaction Steps

N-(3,5-dimethylbenzoyl)-N-methyl-3-[4-(5-isoxazolyl)-phenyl]-alanine ethyl ester is treated with lithium hydroxide monohydrate (5 mg) in methanol (0.5 ml), tetrahydrofuran (0.25 ml), and water (0.25 ml) for 3 hours at room temperature. The mixture is then partitioned between water and ether, the water phase acidified with 1N hydrochloric acid, and subsequently extracted with ethyl acetate. The ethyl acetate phase is washed with brine, dried, and evaporated to give N-(3,5-dimethylbenzoyl)-N-methyl-3-[4-(5-isoxazolyl)-phenyl]-alanine. NMR (CDCl3, 400 MHz) δ [ppm] 8.48 (s), 8.30 (s), 7.80 (m), 7.43 (m), 7.13 (m), 7.03 (s), 6.94 (s), 6.75 (s), 6.69 (s), 6,54 (s), 6.36 (s), 5.16 (m), 4.65 (m), 3.55 (m), 3.40 (m), 3.25 (m), 3.10 (m), 2.80 (s), 2.26 (s), 2.14 (s).

Provenance & Evidence