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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77053Erstellt: 23. Oktober 2026

Triphenylphosphine → HCID 59401133, Verbindung

https://huagongshe.com/de/reaction/77053

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt3-Quinuclidinol, (+)-HCID 736411—
EduktDiethyl azodicarboxylateHCID 5462977—
Edukt(R)-(4-fluoro-phenylamino)-phenyl-acetic acidHCID 7006576—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 59401133HCID 5940113379,2%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835682B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-dc805f9e25c4444591a87322ff5bb48d
Quellennotizuspto-grants-2014_09