Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | HCID 69588744 | HCID 69588744 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 91551587 | HCID 91551587 | — |
Reaction Steps
A solution of Example 11B (0.25g, 0.68 mmol) and trimethylsilyldiazomethane (2.0M in hexanes, 15 mL) in THF at room temperature was stirred for 4 hours, treated with acetic acid (1 mL), and concentrated. The residue was dissolved in methanol, treated with p-toluenesulfonic acid (10 mg), and heated to 55° C. for 16 hours. The mixture was concentrated and purified by flash column chromatography on silica gel with 25% ethyl acetate/hexanes to provide the desired product. MS (APCI(+)) m/e 294 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07030262B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-5c530371d07e4c279c5de7fa0eb9c6a9 |
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| Source note | uspto-grants-2006_04 |
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