Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 248130Erstellt: 26. Oktober 2026

Trityl chloride → 9-(2',3',5'-O-triacetyl-b-D-ribofuranosyl)-2,6-dichloropurine

https://huagongshe.com/reaction/248130

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrityl chlorideHCID 6456—
EduktPentyl nitriteHCID 10026—
EduktPotassium CarbonateHCID 11430—
Edukt2-amino-6-chloro-9-(2,3,5-O-triacetyl-beta-D-ribofuranosyl)-9H-purineHCID 86743189—
LösungsmittelDichloromethaneHCID 6344—
Produkt9-(2',3',5'-O-triacetyl-b-D-ribofuranosyl)-2,6-dichloropurineHCID 13171789974,3%

Reaktionsschritte

n-Pentyl nitrite (98 g, 838 mM) is added over one hour at room temperature under nitrogen to a mixture of the compound of Example 2 (350 g, 819 mM), triphenylmethyl chloride (500 g, 1.79 M) and potassium carbonate (65 g) in CH2Cl2 (3 L). The resulting mixture is heated at reflux for 20 minutes, cooled to room temperature and filtered. The filtrate is concentrated in vacuo, and the resulting residue is purified by column chromatography on silica gel (2.5 kg, ethyl acetate/hexane 1:4-3:7) to yield the title compound as a pale yellow solid (272 g, 74%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05208327
Quelldatensatzuspto-grants-1993_05
ORD IDord-7f1279cc1061468d873edb8b1a1305bf
Quellennotizuspto-grants-1993_05