Synthesis of a Novel Bicyclic Nucleoside with a 3,7-Anhydrooctofuranosyl Skeleton

Myong Jung Kim; Moon Woo Chun

doi:10.1071/CH07002

RESEARCH ARTICLE

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Synthesis of a Novel Bicyclic Nucleoside with a 3,7-Anhydrooctofuranosyl Skeleton

Myong Jung Kim ^A ^B ^C and Moon Woo Chun ^B

+ Author Affiliations

- Author Affiliations

^A Foundation for Applied Molecular Evolution, Gainesville, FL 32641, USA.

^B Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 151-742, Korea.

^C Corresponding author. Email: mkim@ffame.org

Australian Journal of Chemistry 60(4) 291-295 https://doi.org/10.1071/CH07002
Submitted: 3 January 2007 Accepted: 15 February 2007 Published: 26 April 2007

Abstract

We have developed an efficient route for the synthesis of a novel bicyclic nucleoside using a key intermediate 13, which was prepared from 1,2:5,6-di-O-isopropylidene-α-d-glucose. 1,2-Nucleophilic addition of aldehyde 8 with allyltrimethylsilane and intramolecular Williamson reaction were successfully achieved to synthesize an intermediate with a 3,7-anhydrooctofuranosyl skeleton.

References

Synthesis of a Novel Bicyclic Nucleoside with a 3,7-Anhydrooctofuranosyl Skeleton

Abstract

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