Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2,2,2-Trichloroethyl chloroformate | HCID 87063 | — |
| Reactant | HCID 54214257 | HCID 54214257 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69945746 | HCID 69945746 | 93% |
Reaction Steps
To an ice-cooled solution of 214 mg (0.75 mmol) 3-(2-amino-2-ethoxycarbonyl-ethyl)-2,5-dihydropyrrole-1-carboxylic acid tert.-butylester and 119 mg (1.5 mmol) pyridine in 2 ml methylene chloride was added a small amount of DMAP followed by 212 mg (1mmol) 2,2,2-trichloroethoxycarbonyl chloride. The mixture was allowed to warm to room temperature overnight. The mixture was diluted with ether, washed with water, sat. CuSO4, water and brine, dried over MgSO4 and evaporated. Purification of the residue by flash-chromatography (elution with petrol ether/ethyl acetate 3:1) gave 320 mg (93%) 3 -[2-(2,2,2-trichloroethoxycarbonyl-amino)-2-ethoxycarbonyl-ethyl]-2,5-dihydropyrrole-1-carboxylic acid tert.-butylester as a colorless oil, which was immediately used for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05856309 |
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| Source dataset | uspto-grants-1999_01 |
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| ORD ID | ord-c693392b2c094f0ba1805f8a8d5cff92 |
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| Source note | uspto-grants-1999_01 |
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