Lithium Hydroxide → 17-Ethoxymethoxy-13-methyl-2,14-dioxo-3,13-diaza-tricyclo[13.3.0.0*4,6*]-octadec-7-ene-4-carboxylic acid

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Reaction Steps

The ester 1e (2.26 g) was mixed with THF (20 ml), MeOH (20 ml) and a solution of LiOH (1N 20, ml) and stirred at 55° C. for ˜17 h. The reaction mixture was concentrated by rotary evaporation, diluted with water (30-50 ml) and acidified with 10% citric acid to pH 3-4. The cloudy solution was extracted into ethyl acetate (3×50 ml). The combined organic extracts were washed with water and brine, and dried over magnesium sulfate. The drying agent was removed by filtration and the ethyl acetate was removed by rotary evaporation. The residue was dried on high vacuum which gave 2 g of the title compound as a white foam. The product was used directly without further purification.

Provenance & Evidence