Lithium hydroxide, monohydrate → (1R,3S,4S,6R)-2-(tert-Butoxycarbonyl)-6-hydroxy-2-azabicyclo[2.2.1]heptane-3-carboxylic Acid

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Reaction Conditions

Reaction Steps

To a solution of 2-tert-butyl 3-ethyl (1R,3S,4S,6R)-6-hydroxy-2-azabicyclo[2.2.1]heptane-2,3-dicarboxylate obtained in Example 5-5 (249 mg) in dioxane (4.5 mL) and water (1.5 mL), was added lithium hydroxide monohydrate (110 mg). The mixture was stirred at 43° C. for 12 hrs and then 60° C. for 3 hrs. The resulting mixture was evaporated in vacuo. 1N Hydrochloric acid (2.7 mL) was added to the residue, and the mixture was extracted with ethyl acetate. The combined organic phase was washed with brine, dried over NaSO4, and evaporated in vacuo. The residue was triturated with ether to give the target compound (164 mg) as a solid.

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