HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043879Generated: October 31, 2026
Triphenylphosphine → HCID 86686319, compound
https://huagongshe.com/reaction/1043879
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (-)-3-Hydroxytetrahydrofuran | HCID 641512 | — |
| Reactant | N-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)(tert-butoxy)formamide | HCID 801162 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86686319 | HCID 86686319 | — |
Reaction Steps
DEAD (11.5 mL) was added dropwise to a solution of (R)-(−)-3-hydroxytetrahydrofuran (CAS No. 86087-24-3) (4.84 g), t-butyl (1,3-dioxoisoindolin-2-yl)carbamate (12 g) and triphenylphosphine (18.0 g) in THF (160 mL) under ice-cooling over five minutes. The reaction mixture was stirred at 0° C. for three minutes and then at room temperature for seven hours and 40 minutes. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 20%) to give the title compound (12.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08563565B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-eaa5f4a0eed14bf091e359a78a39bf36 |
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| Source note | uspto-grants-2013_10 |
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