Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diphenylphosphoryl azide | HCID 123414 | — |
| Reactant | HCID 178499703 | HCID 178499703 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178499707 | HCID 178499707 | — |
Reaction Steps
A mixture of cis-2-methoxycarbonyl-2-(3-methoxy carbonylcyclobutyl)-3-naphthylpropanoic acid (0.25 g, 0.68 mmol), dry triethylamine (72 mg, 0.71 mmol) and diphenylphosphonic azide (0.2 g, 0.71 mmol) in dry toluene (10 ml) was heated with stirring at 80° C. under a nitrogen atmosphere for 20 hours. After cooling the reaction mixture, water was added and the organic phase separated. The aqueous phase was extracted with diethyl ither and the combined organic phases dried, filtered and evaporated to an oil. The crude product was purified by chromatography on flash silica eluting with diethyl ether-hexane (1:1) to give the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06054448 |
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| Source dataset | uspto-grants-2000_04 |
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| ORD ID | ord-dd79cbbf0a524b18a659c2cb3f503a26 |
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| Source note | uspto-grants-2000_04 |
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