HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 58376081, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 58375893 | HCID 58375893 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58376081 | HCID 58376081 | 96.3% |
Reaction Steps
To a solution of tert-butyl (2R,5R)-5-[[(benzyloxy)carbonyl](isopropyl)amino]-2-(hydroxy-ethyl)piperidine-1-carboxylate (2.93 g) in methylene chloride (35 ml) were added tert-butyl diphenyl-chlorosilane (2.30 g) and imidazole (569 mg), and the mixture was stirred at room temperature for 4 hours. To the mixture was added a saturated aqueous sodium hydrogen carbonate solution (10 ml), and the mixture was extracted with chloroform (100 ml). The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (the developing solvent: hexane/ethyl acetate=12/1) to give the title compound (4.42 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389511B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-32a9241e9e8c4741b42671b0c2c103a0 |
| Source note | uspto-grants-2013_03 |