Synthesis of 3-deazathiamine

Authors
Hawksley, D Griffin, DA Leeper, FJ
Citation
D. Hawksley et al., Synthesis of 3-deazathiamine, J CHEM S P1, (2), 2001, pp. 144-148
Citations number
21
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14727781 → ACNP
Issue
2
Year of publication
2001
Pages
144 - 148
Database
ISI
SICI code
1472-7781(2001):2<144:SO3>2.0.ZU;2-S
Abstract
An efficient ten-step synthesis of deazathiamine is described. The synthesi s starts from commercially available alpha -acetyl-gamma -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 uns ymmetric ketone used here and so a modified procedure giving a single isome r is developed.