Water → 7-tert-butoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 2-chloroacetate

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Reaction Steps

In 1,000 ml of tetrahydrofuran were dissolved 163 g of tert-butyl 6-hydroxy-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-7-carboxylate and 86.9 g of 2-chloroacetic chloride. To this solution below 15° C., 58.3 g of pyridine was added dropwise. The reaction solution was stirred at room temperature for 2 hours, whereupon 250 ml of deionized water was added, followed by ordinary workup. Recrystallization from hexane yielded 200 g of the title compound. Yield 94%.

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