2-Nitroimidazole → 5-(t-butyldiphenylsiloxymethyl)-2,2-dimethyl-5-[2-(2-nitro-1H-imidazol-1-yl)ethyl]-1,3-dioxane

Participants

Reaction Conditions

Reaction Steps

48 mg (0.112 mmol equivalents) of 5-(t-butyldiphenylsiloxymethyl)-2,2-dimethyl-5-hydroxyethyl-1,3-dioxane was dissolved in 1 mL of tetrahydrofuran, 32 mg (0.123 mmol equivalents) of triphenylphosphine, 24 μL (0.123 mmol equivalents) of diisopropyl azodicarboxylate, and 38 mg (0.336 mmol equivalents) of 2-nitroimidazole were added thereto, and the mixture was stirred at room temperature (25° C.) for 4 hours. After completion of the reaction, the mixture was concentrated under vacuum, and the obtained crude product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate (v/v)=4/1) to give 46 mg (0.088 mmol equivalents) of 5-(t-butyldiphenylsiloxymethyl)-2,2-dimethyl-5-[2-(2-nitro-1H-imidazol-1-yl)ethyl]-1,3-dioxane.

Provenance & Evidence