PROCESS FOR PRODUCING 2',3'-DIDEOXY--G(B)-NUCLEOSIDE

PROCESS FOR PRODUCING 2',3'-DIDEOXY--G(B)-NUCLEOSIDE

A process for producing a 2',3'-dideoxy- beta -nucleoside in a simplified manner in a high yield, which comprises condensing 1-O-acetyl-5-O-(t-butyldiphenysilyl)-2,3-dideoxy-2,2-di(phenylthio)-D- glycero-pentofuranose (IV), which is prepared from 5-(t-butyldiphenylsilyloxy)-2,2-di(phenylth...

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Bibliographische Detailangaben
Hauptverfasser: KOSEKI, KOSHI, JAPAN TOBACCO INC, MATSUMOTO, KATSUYA, JAPAN TOBACCO INC, KAWAKAMI, HIROSHI, JAPAN TOBACCO INC, MATSUSHITA, HAJIME, JAPAN TOBACCO INC, ITOH, KAZUO, YUKI GOSEI KOGYO CO., LTD, EBATA, TAKASHI, JAPAN TOBACCO INC, NAOI, YOSHITAKE, YUKI GOSEI KOGYO CO., LTD
Format: Patent
Sprache:eng
Schlagworte:
ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM
CHEMISTRY
DERIVATIVES THEREOF
HETEROCYCLIC COMPOUNDS
METALLURGY
NUCLEIC ACIDS
NUCLEOSIDES
NUCLEOTIDES
ORGANIC CHEMISTRY
SUGARS
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Beschreibung
Zusammenfassung:A process for producing a 2',3'-dideoxy- beta -nucleoside in a simplified manner in a high yield, which comprises condensing 1-O-acetyl-5-O-(t-butyldiphenysilyl)-2,3-dideoxy-2,2-di(phenylthio)-D- glycero-pentofuranose (IV), which is prepared from 5-(t-butyldiphenylsilyloxy)-2,2-di(phenylthio)-pentan-4-olide, with a pyrimidine derivative (V) in the presence of a Lewis acid catalyst, purifying the reaction product by chromatography into 1-[5-O-(t-butyldiphenylsilyl)-2,3-dideoxy-2,2.di(phenylthio)- beta -D- glycero-pentofuranosyl] pyrimidine (III), hydrodesulfurizing the pyrimidine (III) into 1-[5-O-(t-butyldiphenylsilyl)-2,3-dideoxy- beta -D-glycero- pentofuranosyl] pyrimidine (II), and deblocking the pyrimidine (II) into 2',3'-dideoxy- beta -uridine (I) (wherein X represents oxygen and Y represents hydrogen).