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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33357Erstellt: 23. Oktober 2026

Cyclopentanol → 2,6-dichloro-9-cyclopentyl-9H-purine

https://huagongshe.com/de/reaction/33357

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclopentanolHCID 7298—
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt2,6-DichloropurineHCID 5324412—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2,6-dichloro-9-cyclopentyl-9H-purineHCID 10801116—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Dissolve 2,6-dichloropurine (1, 680 mg, 3.60 mmol), cyclopentanol (2a, 260 mg, 3.02 mmol), and triphenyl phosphine (950 mg, 3.60 mmol) in dry THF (20 mL) and cool to 0° C. Add diethyl azodicarboxylate (DEAD, 570 μL, 3.60 mmol) dropwise over a period of 15 minutes under a nitrogen atmosphere. Stir the resulting solution for 60 hours at room temperature. Evaporate the solvent in vacuo, charge directly onto a 500 g silica gel column, and elute with DCM and concentrate the desired fractions to give 2,6-dichloro-9-cyclopentyl-9H-purine (3a).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429595B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-5c9e493c4f094a12bec8c930814c2959
Quellennotizuspto-grants-2008_09