Tetrabutylammonium Fluoride → HCID 10459476, compound

Participants

Reaction Steps

To a stirred solution of 2-[1-(oxazol-5-yl)-1-(tetradecanoyloxy)methyl]-4-[1,3,4,5-tetra(t-butyldimethylsilyloxy) hexyl]oxazole (8, 1.5 g, 1.5 mmol) in THF (100 mL) is added tetrabutylammonium fluoride (0.4 g, 1.5 mmol) in THF (1 mL). After five hours, the solvent is removed, water added, and the product extracted into ethyl acetate. Evaporation and purification bys ilica gel chromatography yields 2-[1-(oxazol-5-yl)-1-(tetradecanoyloxy) methyl]-4-(1,3,4,5-tetrahydroxyhexyl)oxazole (1, bengazole A).

Provenance & Evidence