Process for producing dioxolane nucleoside analogues

Details Process for producing dioxolane nucleoside analogues Process for producing dioxolane nucleoside analogues

2007-03-05

2008-10-28

Solola, Taofiq A (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

active

07442813

ABSTRACT:
The present invention relates to a process conducted in a single reaction vessel for producing a dioxolane nucleoside analogue of formula I or a pharmaceutically acceptable salt thereof; the process comprising the steps of adding a Lewis acid, a silylating agent and a non-silylated purine or pyrimidine base or an analogue thereof to a dioxolane of formula II. The invention also provides a process for producing a dioxolane compound of formula III; by reacting a dioxolane compound of formula IV in a suitable solvent in the presence of DIB and I2, using a suitable source of energy.

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Evans, Colleen A. et al: “Divergent asymmetric syntheses of dioxolane nucleoside analogs” Tetrahedron: Asymmetry (1993), 4(11), 2319-22, 1993 XP001145856.
Jin, Haolun et al: “Unexpected effects of Lewis acids in the synthesis of optically pure 2′-deoxy-3′-oxacytidine nucleoside analogs” Tetrahedron: Asymmetry (1993), 4(2), 211-14, 1993, XP001145857.
Sorensen et al, J Am Chem. Soc; 2002; 124(10) pp. 2164-2176, and Supplemental pp. S1-S31.

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