HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl chloroformate → 1-Benzyloxycarbonyl-3-[1-(tert-butoxycarbonyl)amino-1-cyclopropyl]methylpyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | 3-[1-(tert-Butoxycarbonyl)amino-1-cyclopropyl]methyl-1-[1-(R)-phenylethyl]pyrrolidine | HCID 21087442 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Benzyloxycarbonyl-3-[1-(tert-butoxycarbonyl)amino-1-cyclopropyl]methylpyrrolidine | HCID 22633926 | 71.5% |
Reaction Steps
3-[1-(tert-Butoxycarbonyl)amino-1-cyclopropyl]methyl-1-[1-(R)-phenylethyl]pyrrolidine (1.234 g, 3.582 mmol) was dissolved in dry dichloromethane (20 ml) to which, under ice-cooling, was subsequently added dropwise benzyl chloroformate (1278 μl, 8.955 mmol). After 8 hours of stirring at room temperature, the reaction solution was concentrated under a reduced pressure. The thus obtained residue was applied to a flash silica gel chromatography and eluted with n-hexane:ethyl acetate=2:1, thereby obtaining 959 mg (71.5%) of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06573260B1 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-f19e5cb684c54e9584ee29e5ea871d23 |
| Source note | uspto-grants-2003_06 |