Triethylsilane → HCID 69487387, compound

Participants

Reaction Steps

0.434 g of the above prepared 3-{4-[2-(2-tert-butyl-5-methyl-oxazol-4-yl)-ethoxy]-benzo[b]thiophen-7-yl}-3-hydroxy-2-isopropoxy-propionic acid ethyl ester (0.886 mmol) was dissolved in 4.5 ml of trifluoroacetic acid, treated at 0° with 1.408 ml of triethylsilane (10 eq.) and then kept for 2 h at 0° under vigorous stirring, when TLC indicated the disappearance of starting material. The reaction mixture was then poured onto crashed ice/AcOEt/NaHCO3, the organic layer washed with water (pH of aq. phase˜8), dried over sodium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=8/2) yielded 0.322 g of the title compound as colorless oil.

Provenance & Evidence