A practical synthesis of L-FMAU from L-arabinose

Article abstract of DOI:10.1080/15257779908043066

A practical synthesis of 2'-deoxy-2'-fluoro-5-methyl-β-L- arabinofuranosyl uracil (14, L-FMAU) was developed from L-arabinose. L- Arabinose was convened to L-ribose 5, which was used for the synthesis of bromosugar 12 via 2,3,5-O-tribenzoyl-1-O-acetyl-β-L-ribofuranose 8, which was subjected to condensation with silylated thymine and the resulting protected L-FMAU 13 was deprotected to afford L-FMAU in 14 steps in 8% overall yield.

Full text of DOI:10.1080/15257779908043066

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Nucleosides and Nucleotides
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A Practical Synthesis of L-FMAU from L-
Arabinose
Jinfa Du a , Yongseok Choi a , Kyeong Lee a , Byoung K. Chun a , Joon
H. Hong a & Chung. K. Chu a
a Center for Drug Discovery, Department of Pharmaceutical and
Biomedcal Sciences, College of Pharmacy, The University of Georgia,
Athens, GA, 30602, USA
Published online: 04 Oct 2006.
To cite this article: Jinfa Du , Yongseok Choi , Kyeong Lee , Byoung K. Chun , Joon H. Hong & Chung.
K. Chu (1999) A Practical Synthesis of L-FMAU from L-Arabinose, Nucleosides and Nucleotides, 18:2,
187-195, DOI: 10.1080/15257779908043066
To link to this article: http://dx.doi.org/10.1080/15257779908043066
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