HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3S)-(+)-1-Benzyl-3-aminopyrrolidine → (2S)-1,1,1-trifluoropropan-2-yl [(3S)-1-benzylpyrrolidin-3-yl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3S)-(+)-1-Benzyl-3-aminopyrrolidine | HCID 1519353 | — |
| Reactant | 4-nitrophenyl (2S)-1,1,1-trifluoropropan-2-yl carbonate | HCID 68756210 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | (2S)-1,1,1-trifluoropropan-2-yl [(3S)-1-benzylpyrrolidin-3-yl]carbamate | HCID 68029098 | — |
Reaction Steps
To a solution of 4-nitrophenyl (2S)-1,1,1-trifluoropropan-2-yl carbonate (2.20 g) in CHCl3 (30 ml) was added (3S)-1-benzylpyrrolidin-3-amine (1.39 g) at room temperature. The resulting mixture was refluxed for 2 hours and then cooled to room temperature. The mixture was purified with silica gel column chromatography (eluent:hexane/EtOAc=1/0˜0/1) to give (2S)-1,1,1-trifluoropropan-2-yl [(3S)-1-benzylpyrrolidin-3-yl]carbamate as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492397B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-fb99d7c7f2aa482583af9d293dacc413 |
| Source note | uspto-grants-2013_07 |