HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triphenylphosphine → HCID 59401133, Verbindung
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 3-Quinuclidinol, (+)- | HCID 736411 | — |
| Edukt | Diethyl azodicarboxylate | HCID 5462977 | — |
| Edukt | (R)-(4-fluoro-phenylamino)-phenyl-acetic acid | HCID 7006576 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 59401133 | HCID 59401133 | 79,2% |
Reaktionsschritte
To a solution of (R)-(4-fluoro-phenylamino)-phenyl-acetic acid (I253) (420 mg, 1.71 mmol) in dry THF (40 mL), are sequentially added (S)-quinuclidin-3-ol (218 mg, 1.71 mmol), DEAD (407 ul, 2.57 mmol) and triphenylphosphine (674 mg, 2.57 mmol). The reaction is refluxed for 30 minutes under N2 flowstream and then the solvent is evaporated. The residue is partitioned between water and EtOAc, the organic layer is separated, dried over Na2SO4, filtered and evaporated to dryness. The resulting crude is purified by flash chromatography (DCM/MeOH=95/5) to obtain the title compound as a pale yellow oil (480 mg, 79% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08835682B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-dc805f9e25c4444591a87322ff5bb48d |
| Quellennotiz | uspto-grants-2014_09 |