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Your search keyword '"6-bromoindole"' showing total 2 results
Start Over Descriptor "6-bromoindole" Journal fisheries science
2 results on '"6-bromoindole"'

1. A facile synthesis of Tyrian purple based on a biosynthetic pathway.

Author

Tanoue, Yasuhiro, Terada, Akira, Sakata, Kazunori, Hashimoto, Mamoru, Morishita, Shin-Ichi, Hamada, Moritugu, and Kai, Norihisa

Subjects
*PURPLE, *DYES & dyeing, *BIOSYNTHESIS
Abstract

ABSTRACT: A facile synthesis of Tyrian purple, a valuable purple dye derived from gastropod mollusks in ancient times, has been accomplished. Tyrian purple, 6,6′-dibromoindigo, was easily obtained by three steps of reactions from the commercially available 6-bromoindole, on the basis of a biosynthetic pathway of indigo and biological precursors of the purple. Iodination of 6-bromoindole, followed by acetoxylation with silver acetate in acetic acid, afforded 6-bromo-3-acetoxyindole, whose alkaline hydrolysis accompanying air oxidation produced Tyrian purple. [ABSTRACT FROM AUTHOR]

Published
2001
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2. A facile synthesis of Tyrian purple based on a biosynthetic pathway

Author

Moritugu Hamada, Mamoru Hashimoto, Shin-ichi Morishita, Akira Terada, Kazunori Sakata, Yasuhiro Tanoue, and Norihisa Kai

Subjects
6-bromoindole, Indole test, Acetic acid, chemistry.chemical_compound, chemistry, Biochemistry, Halogenation, Organic chemistry, Silver acetate, Aquatic Science, Alkaline hydrolysis (body disposal), Indigo
Abstract

A facile synthesis of Tyrian purple, a valuable purple dye derived from gastropod mol- lusks in ancient times, has been accomplished. Tyrian purple, 6,6¢-dibromoindigo, was easily obtained by three steps of reactions from the commercially available 6-bromoindole, on the basis of a biosyn- thetic pathway of indigo and biological precursors of the purple. Iodination of 6-bromoindole, followed by acetoxylation with silver acetate in acetic acid, afforded 6-bromo-3-acetoxyindole, whose alkaline hydrolysis accompanying air oxidation produced Tyrian purple.

Published
2001
Full Text
View/download PDF

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