Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl acrylate | HCID 15458 | — |
| Reactant | L-Phenylalanine, 1,1-dimethylethyl ester, hydrochloride (1:1) | HCID 11459563 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 90281952 | HCID 90281952 | — |
Reaction Steps
To a solution of tert-butyl L-phenylalaninate hydrochloride (800 mg) in dimethyl sulfoxide (3.20 mL) were added potassium carbonate (429 mg) and tert-butyl acrylate (0.901 mL), followed by stirring at 150° C. for 1 hour under microwave. After cooling to room temperature, water was added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain tert-butyl N-(3-tert-butoxy-3-oxopropyl)-L-phenylalaninate (266 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199927B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-2468dee88d814db18cce85e43342a28c |
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| Source note | uspto-grants-2015_12 |
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