HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 11435600, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Allyl chloroformate | HCID 18052 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl (3S)-3-aminobutanoate | HCID 9118386 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11435600 | HCID 11435600 | 81.9% |
Reaction Steps
To a solution of methyl (3S)-3-aminobutanoate (1.47 g, 12.5 mmol) in THF (30 ml) were added at 0° C. allyl chloroformate (1.60 ml, 15.1 mmol) and diisopropylethylamine (2.62 ml, 15.0 mmol), and the mixture was stirred at the same temperature for 30 minutes. The reaction mixture was poured into water and extracted twice with ethylacetate. The organic layer was washed with a saturated aqueous sodium chloride solution, was dried over magnesium sulfate and the organic solvent was removed under reduced pressure. The residue was purified by silica gel (25 g) chromatography to give methyl (3S)-3-{[(allyloxy)carbonyl]amino}butanoate (2.06 g, 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07163936B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-0b850249c58948a6b09c13636a15a08a |
| Source note | uspto-grants-2007_01 |