Ethanol, 1-ethoxy-2,2,2-trifluoro- → HCID 117903710, compound

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Reaction Steps

To a solution of tert-butyl N-[2-(tert-butoxycarbonyl(diethoxyphosphorylmethyl-sulfonyl)amino)-ethyl]-N-(4-methyl-2-pyridyl)carbamate (344 mg, 0.608 mmol) in anhydrous THF (30 ml) were added molsieve (4A) and sodium hydride (42.5 mg, 1.063 mmol, 60%) under nitrogen and the mixture was stirred at room temperature for 10 minutes. The mixture was cooled to 0° C. and 1-ethoxy-2,2,2-trifluoro-ethanol (220 mg, 1.525 mmol, 180 μl) was added. Stirring was continued for 30 minutes at 0° C. and overnight at room temperature. The mixture was filtered through kieselguhr and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica, gradient of 0 to 100% heptane in ethyl acetate) to yield 98 mg of a colourless oil (0.239 mmol, 39%) MS(ESI) m/z=410.1 [M+1]+.

Provenance & Evidence