A facile synthesis of Tyrian purple based on a biosynthetic pathway

Citation
Y. Tanoue et al., A facile synthesis of Tyrian purple based on a biosynthetic pathway, FISHERIES S, 67(4), 2001, pp. 726-729
Citations number
19
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Aquatic Sciences
Journal title
FISHERIES SCIENCE
ISSN journal
0919-9268 → ACNP
Volume
67
Issue
4
Year of publication
2001
Pages
726 - 729
Database
ISI
SICI code
0919-9268(200108)67:4<726:AFSOTP>2.0.ZU;2-Q
Abstract
A facile synthesis of Tyrian purple, a valuable purple dye derived from gas tropod mollusks in ancient times, has been accomplished. Tyrian purple, 6,6 '-dibromoindigo, was easily obtained by three steps of reactions from the c ommercially available 6-bromoindole, on the basis of a biosynthetic pathway of indigo and biological precursors of the purple. Iodination of 6-bromoin dole, followed by acetoxylation with silver acetate in acetic acid, afforde d 6-bromo-3-acetoxyindole, whose alkaline hydrolysis accompanying air oxida tion produced Tyrian purple.