Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | HCID 131736291 | HCID 131736291 | — |
| Solvent | AcOH THF water | HCID 21877175 | — |
| Product | HCID 118510814 | HCID 118510814 | 77.3% |
Reaction Steps
A mixture of methyl 4-(2-((1R,2R,3R)-3-((tert-butyldimethylsilyl)oxy)-2-((E)-3-((tert-butyldimethylsilyl)oxy)-4-(naphthalen-2-yl)but-1-en-1-yl)-5-oxocyclopentyl)ethyl)benzoate (1 g, 1.46 mmol) in HOAc/H2O/THF (32 mL, 2:1:1) was stirred at 70° C. overnight and then was co-evaporated with toluene. Purification of the residue by flash chromatography (ethyl acetate/hexanes) gave methyl 4-(2-((1R,2S)-2-((E)-3-hydroxy-4-(naphthalen-2-yl)but-1-en-1-yl)-5-oxocyclopent-3-en-1-yl)ethyl)benzoate (497 mg, 77%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09394273B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-a5bbabaa82ca4cc7894cda01d2b647cd |
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| Source note | uspto-grants-2016_07 |
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