Lithium Hydroxide → 2-[(5-Chloro-1H-indole-2-carbonyl)-amino]-3-phenyl-propionic acid

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Reaction Steps

Aqueous 2M LiOH (33.10 ml) was added to a solution of (2S)-[(5-chloro-1H-indole-2-carbonyl)-amino]-3-phenyl-propionic acid methyl ester (21.47 g, 60 mmol) in THF (140 ml) at 0-5° C. After 0.5 hour, the mixture was partially concentrated, acidified to pH 1-2 with 6N HCl, concentrated to dryness, and the solids washed with water and then etherto yield a colorless solid (18.78g,91%): mp 248-255° C.; HPLC (60/40) 5.21 minutes (98%); TSPMS 343/345 (MH+, 100%).

Provenance & Evidence