Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylvinyltin | HCID 81998 | — |
| Reactant | HCID 58580809 | HCID 58580809 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58580729 | HCID 58580729 | 78% |
Reaction Steps
(2S)-1-[(2R)-3-[(1R)-1-(2-Bromophenyl)ethoxy]-2-{[tert-butyl(dimethyl)silyl]oxy}propyl]-2-(3-fluoro-4-methylbenzyl)pyrrolidine (1712 mg, 3.03 mmol), which had been obtained in Example 180 (180b), was dissolved in 1,4-dioxane (30 mL), added with tributyl(vinyl) tin (1.33 mL, 4.55 mL) and tetrakistriphenyl phosphine palladium (347 mg, 0.30 mmol), and stirred for 16 hours at 100° C. After cooling the reaction solution to room temperature, the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (n-hexane/ethyl acetate=4/1) and basic silica gel column chromatography (n-hexane/ethyl acetate=4/1) to give the title compound as a colorless oily substance (1210 mg, yield 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08173631B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-6fd6f2fc87f24b4383469e823c757ddc |
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| Source note | uspto-grants-2012_05 |
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