Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | 3-{(2-(4,5-Diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}benzoic acid | HCID 9845844 | — |
| Reactant | Toluene tert-butyl alcohol | HCID 22595558 | — |
| Product | HCID 70105059 | HCID 70105059 | 78% |
Reaction Steps
A mixture of 3-{(2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}benzoic acid (2.60 g, 5.98 mmol), triethylamine (1.08 ml, 7.77 mmol), and diphenylphosphoryl azide (1.67 ml, 7.77 mmol) in t-butanol-toluene (2:1, 80 ml) was stirred at 80° C. for 18 hours. After cooling the mixture to room temperature, the mixture was evaporated, diluted with EtOAc, washed with saturated sodium hydrogencarbonate solution, water and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by silica gel column chromatography (hexane:EtOAc, 8:1 elution) to give {3-{[2-(4,5-diphenyloxazol-2-yl)-2-cyclohexen-1-yl]methyl}phenyl}carbamic acid tert-butyl ester (2.36 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06437146B1 |
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| Source dataset | uspto-grants-2002_08 |
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| ORD ID | ord-514508fea2274155ad73694aaf562c3f |
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| Source note | uspto-grants-2002_08 |
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