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Asymmetric synthesis of (2′R,4′R) and (2′S,4′S)-1,3-dioxolanyl triazole C-nucleosides

✍ Scribed by Fucheng Qu; Joon H. Hong; Jinfa Du; M.Gary Newton; Chung K. Chu

Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
1007 KB
Volume
55
Category
Article
ISSN
0040-4020

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✦ Synopsis

In view of biological activities of both 1,3-dioxolanyl nucleosides and C-nucleosides, D-and L-I ,3dioxolanyl C-nucleosides have been synthesized as potential antiviral and/or anticancer agents. Asymmetrie Synthesis of four new optically pure D-and L-1,3-dioxolanyl triazole C-nucleosides has been accomplished via key intermediate 5a and Sb starting from D-and L-2,3-O-isopropylidene glyceraldehyde. The stereochemical assignments of synthesized compounds were unambiguously made based on NMR studies as weh us X-ray crystallographic studies. The synthesized nucleosides have been evaluated against HIV and hepatitis B virus, however, no significant antivital activity was observed.

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Synthesis and transformations of (1R,2R,3S,4R)-4-O-benzylhydroxylamino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol: synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylidene-1,2,3-cyclopentanetriol
✍ José Marco-Contelles; Ma.Mercedes Rodríguez-Fernández 📂 Article 📅 1997 🏛 Elsevier Science 🌐 English ⚖ 533 KB

## Synthesis and transformations of (1R,2R,3S,4R)-4-O- benzylhydroxylamino-2,3-O-isopropylidene-1,2,3-cyclopentanetrioh synthesis of (1S,2R,3S,4R)-4-amino-2,3-O-isopropylidene-l,2,3cyclopentanetriol