HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 23439296, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 23439302 | HCID 23439302 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23439296 | HCID 23439296 | 39% |
Reaction Steps
To a solution of 2-(3-fluoro-3-methyl-butyl)-4-hydroxy-6-phenyl-5-[(quinoxaline-2-carbonyl)-amino]-hexanoic acid (1.63 g, 3.49 mmol) in dimethylformamide (10 mL) was added t-butyldimethylsilyl choride (3.2 g, 20.9 mmol) and imidazole (2.9 g, 41.9 mmol). The reaction was stirred for 4 days then quenched with methanol and stirred another 0.5 hours. The solution was diluted with ether and water. The organic layer was washed with saturated aqueous sodium chloride, dried over magnesium sulfate, filtered and concentrated. Chromatography on silica gel gave the title compound (784 mg, 39%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06548671B2 |
| Source dataset | uspto-grants-2003_04 |
| ORD ID | ord-0dcff6f7b2f74d9c85dd28623782809f |
| Source note | uspto-grants-2003_04 |