Sodium Iodide → HCID 53677140, compound

Participants

Reaction Steps

A mixture of 0.1023 g (0.174 mmol) of N-(carboxymethyl)-N-[3,5-bis[(decylamino)carbonyl]phenyl]glycine, 0.12 ml (0.84 mmol) of chloromethyl pivalate, 0.07 ml (0.49 mmol) of triethylamineand 0.04 1 g of sodium iodide in 3 ml of anhydrous acetone was stirred at reflux under argon for 17 hours. The solvent was removed, NaHCO3 solution was added to the residue and the product was extracted with ethylacetate. The dried extract was concentrated to an oil and purified by chromatography on 20 g of silica gel using 50% ethyl acetate-hexane to give 0.093 g (66% yield) of N-[3,5-bis[(decylamino)carbonyl]phenyl]-N-[2-[(2,2-dimethyl-1-oxopropoxy)methoxy]-2-oxoethyl]glycine (2,2-dimethyl-1-oxopropoxy)methyl ester as a waxy solid.

Provenance & Evidence