HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl chloroformate → HCID 131731730, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86705175 | HCID 86705175 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131731730 | HCID 131731730 | 77.2% |
Reaction Steps
A solution of (2R,3S)-2-amino-3-fluoropentan-1-ol hydrochloride (2.0 g) in THF (60 mL) was cooled in ice, a solution of potassium carbonate (4.4 g) in water (6 mL) and a solution of benzyl chloroformate (2.4 g) in THF (6 mL) were added thereto, and the mixture was stirred at room temperature overnight. Saturated aqueous sodium hydrogen carbonate solution was added thereto, followed by extraction with ethyl acetate and drying over anhydrous magnesium sulfate. After the desiccant was filtered off, the solvent was distilled off under reduced pressure, and the residue was purified by column chromatography (silica gel cartridge, hexane/ethyl acetate=88:12-0:100) to afford benzyl[(2R,3S)-3-fluoro-1-hydroxypentan-2-yl]carbamate (2.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796272B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-f4696f78965941d5b2111de1487c153a |
| Source note | uspto-grants-2014_08 |