Sodium hydride → (R)-2-methoxymethoxymethyl-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b]oxazole

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Reaction Steps

Sodium hydride (1.0 g, 25 mmol) was added to a solution of (R)-2-chloro-1-(2-hydroxy-3-methoxymethoxy-2-methylpropyl)-4-nitroimidazole prepared in Example 27 (6.0 g, 21 mmol) in DMF (30 ml) with cooling on ice-bath followed by stirring at room temperature for 1.5 hours. Ice-water was added to the reaction mixture, and the precipitates were filtered off and washed with water to afford (R)-2-methoxymethoxymethyl-2-methyl-6-nitro-2,3-dihydroimidazo[2,1-b]oxazole (3.1 g, yield 59%) as a yellow solid.

Provenance & Evidence