Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 22877897 | HCID 22877897 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22877905 | HCID 22877905 | 34% |
Reaction Steps
(E)-3-(3-Amino-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-prop-2-enenitrile-Boc-L-lysineamide (1,1000 mg, 1.64 mmols) were dissolved in 10 ml of dichloromethane, and 5 ml of a solution of 4-M hydrochloric acid and dioxane were added thereto. The mixture was reacted at 60° C. for 3 hours. One-hundred milliliters of diethyl ether were added thereto, and the mixture was filtered. The resulting powder was purified through medium-pressure liquid chromatography (ODS, mixture of water and acetonitrile at a ratio by volume of from 95:5 to 85:15), and was dissolved in a small amount of methanol (10 ml). A mixture of acetonitrile and ethyl acetate was added thereto, and the precipitate obtained was collected by filtration to produce 300 mg (0.554 mmols) of the final product in a yield of 34%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05674906 |
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| Source dataset | uspto-grants-1997_10 |
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| ORD ID | ord-258d0d8829fa4bd48c90020a7e1c3337 |
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| Source note | uspto-grants-1997_10 |
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