Sodium Hydroxide → HCID 11584814, compound

Participants

Reaction Steps

A solution of 10.0 g of (2S,5S,7S)-5-tert-butoxycarbonylamino-3-ethoxycarbonyl-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)-benzyl]-8-methyl-4-oxo-3-propoxycarbonyl-nonanoic acid ethyl ester in 20 mL of ethanol is treated with 25 mL of a 37% solution of sodium hydroxide at room temperature. The reaction mixture is stirred for 24 hours at room temperature and the ethanol removed by distillation in vacuum. The residue is extracted twice with 25 mL of dichloromethane. The pH of the aqueous layer is carefully adjusted to 2.5 with 2 N hydrochloric acid at 0° C., the reaction mixture is then stirred for 16 hours and extracted 4 times with 50 mL of dichloromethane. The organic layer is dried and the solvent removed to give the title compound as an oil.

Provenance & Evidence