Methyl iodide → HCID 86596095, compound

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Reaction Steps

To a solution of 2.48 g of methyl 2-[(3-{[(t-butoxycarbonyl)amino]methyl}-phenyl)(hydroxy)methyl]-tetrahydro-2-furancarboxylate in 100 ml of tetrahydrofuran was added sodium hydride (60% in oil) at 0° C. under an atmosphere of nitrogen gas. After stirring at room temperature for 15 minutes, the mixture was cooled to 0° C., and 0.62 ml of carbon disulfide and 0.64 ml of methyl iodide were added. After stirring at room temperature overnight, 200 ml of ethyl acetate and 50 ml of saturated aqueous ammonium chloride were added. The organic layer was dried over magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography, to give 2.02 g of the title compound as a yellow oil.

Provenance & Evidence