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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920797Generated: October 31, 2026

Tributylvinyltin → HCID 58580729, compound

https://huagongshe.com/reaction/1920797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylvinyltinHCID 81998—
ReactantHCID 58580809HCID 58580809—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58580729HCID 5858072978%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173631B2
Source datasetuspto-grants-2012_05
ORD IDord-6fd6f2fc87f24b4383469e823c757ddc
Source noteuspto-grants-2012_05