HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 58980888, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Borane;tetrahydrofuran | HCID 2723981 | — |
| Reactant | (4S)-1-tert-Butoxycarbonyl-4-fluoro-L-proline | HCID 2756017 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58980888 | HCID 58980888 | 95.1% |
Reaction Steps
To a solution of (2S,4S)-1-tert-butoxycarbonyl-4-fluoropyrrolidine-2-carboxylic acid (4.7 g) in tetrahydrofuran (40 ml), a borane-tetrahydrofuran complex (0.95 M solution in tetrahydrofuran, 31.6 ml) was added under ice cooling, and the mixture was stirred at room temperature for 1 hour. Ice water and a saturated aqueous solution of sodium bicarbonate were added to the reaction solution, followed by extraction with ethyl acetate. The extract was washed with saturated saline and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane-ethyl acetate) to obtain the title compound (4.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187489B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-e6833247bfaa44bfbcdf0c80358fcc40 |
| Source note | uspto-grants-2015_11 |