Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | HCID 19611711 | HCID 19611711 | — |
| Reactant | HCID 70279280 | HCID 70279280 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 70108837 | HCID 70108837 | 34% |
Reaction Steps
37 mg of 3-(tert-butoxycarbonyl)-4-hydroxy-4-[N-[(1RS,2RS)-1-methyl-2-(3,4-methylenedioxyphenyl)-3-{5-(phenylcarbamoyl)-2-furyl}propyl]-N-{(E)-3-phenyl-2-propenyl}carbamoyl]-3-butenoic acid prepared by reactions similar to those in Example 1 using N-{(E)-3-phenyl-2-propenyl}-[(1RS,2RS)-1-methyl-2-(3,4-methylenedioxyphenyl)-3-{5-(phenylcarbamoyl)-2-furyl}propyl]amine instead of N-{(E)-3-phenyl-2-propenyl}-[(1R,2R)-1-methyl-2-(3,4-methylenedioxyphenyl)-3-{5-(phenylcarbamoyl)-2-furyl}propyl]amine used as the starting material in Example 1 was dissolved in 10 ml of ethanol and refluxed together with 3.9 mg of hydroxylamine hydrochloride and 9.6 mg of pyridine under heating for 15 hours. The reaction solution was cooled to room temperature and evaporated to dryness under reduced pressure. The residue was purified by silica gel thin layer chromatography [Kieselgel™60F254, Art™5744; chloroform/methanol=10/1] to give 12 mg (yield: 34%) of the title compound as a colorless foamy substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05981573 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-d0ede6c1f3dc487c865948090cabd388 |
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| Source note | uspto-grants-1999_11 |
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