A practical synthesis of L-FMAU from L-arabinose

Jinfa Du, Yongseok Choi, Kyeong Lee, Byoung K. Chun, Joon H. Hong, Chung K. Chu

Research output: Contribution to journalArticlepeer-review

46 Scopus citations

Abstract

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.

Original languageEnglish
Pages (from-to)187-195
Number of pages9
JournalNucleosides and Nucleotides
Volume18
Issue number2
DOIs
StatePublished - 1999

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