HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Carbonyldiimidazole → HCID 118308695, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 3-(tert-Butoxycarbonyl)-2,2,4-trimethyloxazolidine-4-carboxylic acid | HCID 23002295 | — |
| Reactant | HCID 178465666 | HCID 178465666 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 118308695 | HCID 118308695 | 79.1% |
Reaction Steps
To a solution of 430 mg of 3-(tert-butoxycarbonyl)-2,2,4-trimethyl-1,3-oxazolidine-4-carboxylic acid in 4 ml of DMF was added 296 mg of 1,1′-carbonyldiimidazole, followed by stirring at room temperature for 2 hours. To the reaction mixture was added 146 mg of N-hydroxyacetamidine, followed by stirring at room temperature for 1 hour, at 110° C. for 2 hours, and then at 130° C. overnight. The reaction mixture was left to be cooled to room temperature and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 390 mg of tert-butyl 2,2,4-trimethyl-4-(3-methyl-1,2,4-oxadiazol-5-yl)-1,3-oxazolidine-3-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278968B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-4203084bff3e43d0a95a245939dd47d5 |
| Source note | uspto-grants-2016_03 |