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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2073222Erstellt: 26. Oktober 2026

3'-Azido-2',3'-dideoxyuridine 5'-monophosphate → Uridine 5'-(tetrahydrogen triphosphate), 3'-azido-2',3'-dideoxy-

https://huagongshe.com/reaction/2073222

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3'-Azido-2',3'-dideoxyuridine 5'-monophosphateHCID 159486—
EduktImidazolateHCID 3386966—
EduktTriphosphateHCID 3440921—
EduktTributyl ammonium pyrophosphateHCID 21910867—
LösungsmittelDimethylformamideHCID 6228—
ProduktUridine 5'-(tetrahydrogen triphosphate), 3'-azido-2',3'-dideoxy-HCID 451665—

Reaktionsschritte

The triphosphate can be prepared according to the procedure of Hoard et al., J. Am. Chem. Soc., 87(8), 1785-1788 (1965). For example, 3'-azido-2',3'-dideoxyuridine monophosphate is activated (by making a imidazolide, according to methods known to those skilled in the art) and treated with tributyl ammonium pyrophosphate in DMF. The reaction gives primarily 3'-azido-2',3'-dideoxyuridine triphosphate, with some unreacted monophosphate and some diphosphate. Purification by anion exchange chromatography of a DEAE column is followed by isolation of CS-87 triphosphate, e.g., as the tetrasodium salt.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04916122
Quelldatensatzuspto-grants-1990_04
ORD IDord-f23db0f896d64f78a09450647c35ca1c
Quellennotizuspto-grants-1990_04