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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 420837Erstellt: 25. Oktober 2026

Hydrochloric Acid → 2',3'-di-O-methoxycarbonyl-5'-deoxy-5-fluoro-N4-(pentyloxycarbonyl) cytidine

https://huagongshe.com/reaction/420837

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPyridineHCID 1049—
EduktPentyl chloroformateHCID 69489—
Edukt2',3'-di-O-methoxycarbonyl-5'-deoxy-5-fluorocytidineHCID 66657440—
LösungsmittelDichloromethaneHCID 6344—
Produkt2',3'-di-O-methoxycarbonyl-5'-deoxy-5-fluoro-N4-(pentyloxycarbonyl) cytidineHCID 6665732591,1%

Reaktionsbedingungen

Temperatur-2.5 °C

Reaktionsschritte

35.8 g (0.099 mole) of the compound obtained in Example 2 was mixed with 163 ml of dichloromethane and 11 ml (0.136 mole) of pyridine, and stirred. After cooling the resulting mixture to −5 to 0° C., 15.7 ml (0.109 mole) of n-pentyl chloroformate was added dropwise thereto while maintaining the temperature of the reaction mixture at less than 0° C., followed adding the resulting mixture was warmed to room temperature and stirred for 2 hrs, 1 N HCl thereto. The organic layer was separated, successively washed with 163 ml of saturated sodium bicarbonate and 163 ml of water, dried over anhydrous sodium sulfate, and concentrated under a reduced pressure, to obtain 42.9 g of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08097706B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-1cbe1ce39d054b469a44e82153c6c608
Quellennotizuspto-grants-2012_01