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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 864279Erstellt: 26. Oktober 2026

Acetic Acid → 2',3'-Didehydro-2',3'-dideoxycytidine

https://huagongshe.com/reaction/864279

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktDeoxycytidineHCID 13711—
EduktSodium HydroxideHCID 14798—
EduktPotassium tert-butoxideHCID 23665647—
LösungsmittelDimethyl SulfoxideHCID 679—
LösungsmittelEthanolHCID 702—
Produkt2',3'-Didehydro-2',3'-dideoxycytidineHCID 64683—

Reaktionsschritte

Namely, 2',3'-dideoxycytidine can be obtained according to the method of Horwitz et al in a way that N-benzoyl-2'-deoxy-3',5'-di-0-mesylcytidine derivable from 2'-deoxycytidine is refluxed with aqueous solution of sodium hydroxide in ethanol, then this is treated with dilute acetic acid, and further allowed to react with potassium tert-butoxide in dimethyl sulfoxide to obtain 2',3'-dideoxy-2',3'-didehydrocytidine, which is hydrogenated (J. Org. Chem., 32, 817, 1967).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05563049
Quelldatensatzuspto-grants-1996_10
ORD IDord-26168c6f4eb240088b28307454eac529
Quellennotizuspto-grants-1996_10