Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 131734863 | HCID 131734863 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 118157463 | HCID 118157463 | 41% |
Reaction Steps
To a mixture of No. 5286993, potassium (E)-(2S,3S)-3-[(S)-2-(4-but-2-ynyloxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-2,12-dihydroxy-2-(2-hydroxy-ethyl)-nonadec-4-enoate (40 mg, 0.0584 mmol) and methanol (2.0 mL) were added water (2.0 mL) and potassium carbonate (40 mg, 0.146 mmol), and the mixture was stirred at room temperature for 4 hours. After confirming the consumption of the starting materials by LCMS, water was added and the mixture was extracted with ethyl acetate. To the aqueous layer was then added 1 M hydrochloric acid until pH 7 was reached. The organic layer was washed with a saturated brine, and dried over anhydrous sodium sulfate. The filtrate was then concentrated under reduced pressure to obtain the title compound (15 mg, 41% yield, white solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266853B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-ebff68d74895490681ad638b9e9a93b1 |
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| Source note | uspto-grants-2016_02 |
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