HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → N-allyl-L-aspartic acid di-tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | L-Aspartic acid, bis(1,1-dimethylethyl) ester, hydrochloride | HCID 13768146 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-allyl-L-aspartic acid di-tert-butyl ester | HCID 86673330 | 52.9% |
Reaction Steps
L-aspartic acid di-tert-butyl ester hydrochloride (1.0 g, 3.5 mmol) was dissolved in acetonitrile (7 ml), potassium carbonate (0.98 g, 7.1 mmol) and allyl bromide (0.29 mL, 3.4 mmol) were added, and the mixture was stirred at room temperature overnight. The insoluble material was removed by filtration, the filtrate was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5) to give N-allyl-L-aspartic acid di-tert-butyl ester (0.50 g, 1.8 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115107B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-49ac58a87fd7449182587289cbe97452 |
| Source note | uspto-grants-2015_08 |