A practical synthesis of L-FMAU from L-arabinose

J Du, Y Choi, K Lee, BK Chun, JH Hong…

Index: Du, Jinfa; Choi, Yongseok; Lee, Kyeong; Chun, Byoung K.; Hong, Joon H.; Chu, Chung K. Nucleosides and Nucleotides, 1999 ,  vol. 18,  # 2  p. 187 - 195

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Citation Number: 58

Abstract

Abstract A practical synthesis of 2′-deoxy-2′-fluoro-5-methyl-β-L-arabinofuranosyl uracil (14 July 19, L-FMAU) was developed from L-arabinose. L-Arabinose was converted 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% ...