HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Tetrabutylammonium Fluoride → Methyl 2-((S)-6-((R)-7-fluoro-4-(4-hydroxy-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Edukt | Methyl 2-((S)-6-((R)-4-(4-(tert-butyldimethylsilyloxy)-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate | HCID 86697112 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Methyl 2-((S)-6-((R)-7-fluoro-4-(4-hydroxy-2,6-dimethylphenyl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate | HCID 86697113 | — |
Reaktionsschritte
To a solution of methyl 2-((S)-6-((R)-4-(4-(tert-butyldimethylsilyloxy)-2,6-dimethylphenyl)-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (440 mg) in tetrahydrofuran (5 mL) is added at 0° C. tetrabutylammonium fluoride (3.1 mL of a 1 M solution in tetrahydrofuran). The mixture is stirred for 2 hours at room temperature, diluted with diethylether and washed with water and brine. After drying (MgSO4) the solvents are evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 90:10→60:40) to give the title compound. Yield: 280 mg; LC (method 4): tR=1.79 min; Mass spectrum (ESI+): m/z=485 [M+Na].
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08642585B2 |
| Quelldatensatz | uspto-grants-2014_02 |
| ORD ID | ord-70d4974d8a8e45338ec0d2da565041b5 |
| Quellennotiz | uspto-grants-2014_02 |