HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (S)-Benzyl (2-oxotetrahydrofuran-3-yl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | L-Homoserine | HCID 12647 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (S)-Benzyl (2-oxotetrahydrofuran-3-yl)carbamate | HCID 489185 | — |
Reaction Steps
To L-homoserine (2 g) were added sodium hydrogen carbonate (3.7 g) and water (30 ml), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were further added benzyl chloroformate (3.9 ml) and ether (10 ml), and the mixture was stirred at room temperature for 18 hrs. The reaction mixture was diluted with ethyl acetate and washed with 1N hydrochloric acid. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated. The obtained crude product was purified by silica gel chromatography (ethyl acetate-hexane) to give the title compound (2.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728005B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-85ad0931441546fdb77303f6acdb74a0 |
| Source note | uspto-grants-2010_06 |