HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → HCID 22242912, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 1-(4-Allyloxycarbonyl-1,3-thiazol-2-yl)-3-t-butyldiphenylsilyloxyazetidine | HCID 22242772 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22242912 | HCID 22242912 | 109.1% |
Reaction Steps
To a solution of 1-(4-allyloxycarbonyl-1,3-thiazol-2-yl)-3-t-butyldiphenylsilyloxyazetidine (5.31 g, 11.1 mmol) (obtained as described in Reference Example 41(1)) in anhydrous tetrahydrofuran (266 ml) was added a solution of 1M tetrabutylammonium fluoride in tetrahydrofuran (13.3 ml, 13.3 mmol) in an ice bath. The mixture was stirred at room temperature overnight. After checking the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using ethyl acetate as the eluant to afford 1-(4-allyloxycarbonyl-1,3-thiazol-2-yl)-3-hydroxyazetidine (2.91 g, yield 100%) as pale brown crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07001897B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-9ee825e39fcc4d7c9ba9131204c3dec5 |
| Source note | uspto-grants-2006_02 |