HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-(4-nitro-benzoyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester → 4-Nitro-benzoic acid 5-(1-ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-pyrrolidin-3-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-(4-nitro-benzoyloxy)-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 66870738 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Product | 4-Nitro-benzoic acid 5-(1-ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-pyrrolidin-3-yl ester | HCID 66870833 | 95.8% |
Reaction Steps
Compound 133 (6.2 g, 12 mmol) was dissolved in an ice-cold mixture of trifluoro-methanesulfonic acid 33% in dichloromethane. The ice-bath was then removed and the mixture was left at room temperature for ˜1.5 h. The solvent was evaporated and 0.25 M sodium carbonate added and the mixture was extracted with dichloromethane. Evaporation gave the title compound (4.8 g, 95%) as a yellowish powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09353103B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-5fe21e500a744b15bdd07d4d8a081ff8 |
| Source note | uspto-grants-2016_05 |