Tetrahydrofuran → HCID 131728916, compound

Tetrabutyl ammonium fluoride (1.0 M tetrahydrofuran solution, 8.69 mL, 8.69 mmol) was added to a tetrahydrofuran solution (15 mL) of tert-butyl(±)-[(1R,5R)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)bicyclo[3.2.0]hept-3-en-6-ylidene]acetate (2.03 g, 5.79 mmol), and the mixture was stirred at room temperature for 2 hours. To the reaction solution, water was added, followed by extraction with ethyl acetate. Then, the organic layer was washed with water and saturated saline and dried over anhydrous sodium sulfate. The residue was filtered and concentrated under reduced pressure. Then, the obtained crude product was purified by silica gel column chromatography to obtain the compound of interest as an oil substance (1.29 g, 94%).

1. extractionfollowed by extraction with ethyl acetate
2. washThen, the organic layer was washed with water and saturated saline
3. dry with materialdried over anhydrous sodium sulfate
4. filtrationThe residue was filtered
5. concentrationconcentrated under reduced pressure
6. customThen, the obtained crude product
7. customwas purified by silica gel column chromatography
8. customto obtain the compound of interest as an oil substance (1.29 g, 94%)

ORD record

ord-831fa1aab4a84dcfad65565182dc5574

Source dataset

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07947738B2