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
In dry dichloromethane (20 ml) was dissolved 3-[1-(tert-butoxycarbonyl)amino-1-cyclopropyl]methyl-1-[1-(R)-phenylethyl]pyrrolidine (1.234 g, 3.582 mmol). Under ice cooling, benzyl chloroformate (1278 μl, 8.955 mmol) was added thereto. After stirring at room temperature for 8 hours, the reaction solution was concentrated under reduced pressure. The resulting residue was subjected to flash silica gel chromatography to obtain the title compound (959 mg, 71.5%) as a colorless oil from the fraction eluted with n-hexane/ethyl acetate=2/1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07176313B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-1f149f488c1241e092d13a238e856038 |
| Source note | uspto-grants-2007_02 |