Water → HCID 118157648, compound

Participants

Reaction Steps

tert-Butyl (E)-(2S,3S)-3-[(S)-2-(4-but-2-ynyloxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-2-(2-fluoro-ethyl)-11-(2-heptyl-[1,3]dioxolan-2-yl)-2-hydroxy-undec-4-enoate (21.0 mg, 0.0282 mmol) was dissolved in acetonitrile (1.0 mL), and water (0.01 mL, 0.556 mmol) and sulfuric acid (0.005 mL, 0.0938 mmol) were then added at room temperature. After stirring for 26 hours, ethyl acetate (10 mL) and water (10 mL) were added and the mixture was separated. The ethyl acetate layer was washed with a saturated aqueous solution (10 mL) of sodium chloride. The organic layer was dried over anhydrous sodium sulfate and filtered. The solvent was distilled off under reduced pressure. The obtained residue was purified by preparative TLC (diol, n-hexane/acetone=4/1) to obtain 2.3 mg of the title compound (0.00356 mmol, yield 13%) as a minor component.

Provenance & Evidence