Hydrochloric Acid → HCID 58172052, compound

Participants

Reaction Steps

The above 5-benzyloxy-3-[3-(t-butoxycarbonylamino)-propyl]-1H-indole-2-carboxylic acid ethyl ester (0.2 g, 0.44 mmol, 1.0 equiv) was dissolved in 5 mL of ethanol. A solution of lithium hydroxide hydrate (0.2 g) in 5 mL of water was added and the resulting solution was stirred for 16 h at ambient temperature. The pH was adjusted to <1 with concentrated HCl and the product was quickly extracted with 2×15 mL of ethyl acetate. The organic layers were combined, dried over Na2SO4, decanted and concentrated to provide 5-benzyloxy-3-[3-(t-butoxycarbonylamino)-propyl]-1H-indole-2-carboxylic acid (186 mg) as a beige glass.

Provenance & Evidence