| 摘要 |
An efficient synthetic route to antiviral 2',3'-dideoxy-2',3'-didehydro-nucleosides, such as 2',3'-dideoxy and 2'- or 3'-deoxyribo-nucleoside analogs, from available precursors is disclosed, with the option of introducing functionality as needed. In one embodiment, a method for the preparation of beta-D and beta-L-2',3'-dideoxy-2',3'-didehydro-nucleosides is described that includes: activating a compound of structure (1) wherein B is a pyrimidine or purine base and Y is O, S or CH<SUB>2 </SUB>with an acyl halide of the formula X-C(-O)R<SUP>1</SUP>, X-C(-O)C(R<SUP>1</SUP>)<SUB>2</SUB>OC(-O)R<SUP>1 </SUP>or X-C(-O)OR<SUP>1 </SUP>(wherein X is a halogen, and each R<SUP>1 </SUP>is independently hydrogen, lower alkyl, alkyl, aryl or phenyl); reducing the resulting compound with a reducing agent to form a 2',3'-dideoxy-2',3'-didehydro-nucleoside; and optionally deprotecting the nucleoside. The haloacylation of the first step can form the 2'-acyl-3'-halonucleoside, the 3'-acyl-2'-halonucleoside, or a mixture thereof.
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