HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Benzyl (S)-4-amino-3,3-dimethylpyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Benzyl 4-amino-3,3-dimethylpyrrolidine-1-carboxylate | HCID 66936024 | — |
| Solvent | Carbon Dioxide | HCID 280 | — |
| Product | Benzyl (S)-4-amino-3,3-dimethylpyrrolidine-1-carboxylate | HCID 68350392 | 42% |
Reaction Steps
(+/−)-Benzyl 4-amino-3,3-dimethylpyrrolidine-1-carboxylate (Intermediate 11, 0.48 g was resolved via chiral SFC chromatography under the following conditions: column OD-H (0.46×25 cm), 20% MeOH with 0.1% DEA in CO2, 3 mL/min, 40° C., 140 bars. The second fraction was concentrated to afford the title compound (S)-benzyl 4-amino-3,3-dimethylpyrrolidine-1-carboxylate (0.2 g, 42% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987268B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-8302bc76a4e540819f6549868bf5abf1 |
| Source note | uspto-grants-2015_03 |