Tetrabutylammonium Fluoride Trihydrate → Carbamic acid, N-[(1R,2R,4S)-2-fluoro-4-hydroxycyclohexyl]-, 1,1-dimethylethyl ester, rel-

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Reaction Steps

Tetrabutylammoniumfluoride trihydrate (11.9 g; 36.7 mmol) is added to a solution of tert-butyl [(1S*,2S*,4R*)-4-{[tert-butyl(diphenyl)silyl]oxy}-2-fluorocyclohexyl]carbamate (example C18; 8.7 g; 18.3 mmol). The reaction mixture is stirred over night at ambient temperature. The solvent is removed under reduced pressure. The residue is chromatographed on silica gel (cyclohexane/AcOEt—60:40 to 40:60) to yield 4.2 g of the title compound as colourless oil.

Provenance & Evidence