Abstract

102
D. Hawksley, D. A. Griffin and F. J. Leeper
"Synthesis of 3-Deazathiamine."
J. Chem. Soc., Perkin Trans. 1, 2001, 144-148. Full Text

An efficient ten-step synthesis of deazathiamin is described. The synthesis starts from commercially available a-acetyl-g-butyrolactone and proceeds via deamination of the key aminothiophene 6. The Gewald synthesis of thiophenes is shown to give a mixture of isomeric products with the unsymmetric ketone used here and so a modified procedure giving a single isomer is developed.

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