Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Silver(II) oxide | HCID 92152 | — |
| Reactant | 10-deacetylbaccatin III | HCID 154272 | — |
| Reactant | HCID 86754574 | HCID 86754574 | — |
| Product | HCID 86754573 | HCID 86754573 | — |
Reaction Steps
Silver oxide (255 mg, 1.1 mmol, 2.2 equiv.) is added to a suspension of 10-deacetylbaccatin III (272 mg, 0.5 mmol) in a toluene/methyl iodide mixture (3/2; 2.5 ml) at 0° C. The mixture is allowed to return gradually to room temperature. After reaction for 5 h, the reaction mixture is heated to 60° C. After stirring for 24 h at 60° C, an excess of reagents is added: silver oxide (2×255 mg) and methyl iodide (2×1 ml). After heating for a further 36 hours, the reaction mixture is filtered through a sinter funnel and the filtrate is evaporated. According to the HPLC analysis, the reaction medium contains 11.5% (by internal standardization of the areas) of 7,10-dimethoxy-10-deacetylbaccatin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05962705 |
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| Source dataset | uspto-grants-1999_10 |
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| ORD ID | ord-7fc7afa9ac4740b39f48d9d6c0c8c9ba |
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| Source note | uspto-grants-1999_10 |
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