From Surf Wiki (app.surf) — the open knowledge base
Gallagher–Hollander degradation
In the Gallagher–Hollander degradation (1946) pyruvic acid is removed from a linear aliphatic carboxylic acid yielding a new acid with two carbon atoms fewer.Vincent P. Hollander and T. F. Gallagher PArtial synthesis of compounds related to adrenal cortical hormones. VII. degradation of the side chain of cholanic acid J. Biol. Chem., Mar 1946; 162: 549–54 Link The original publication concerns the conversion of bile acid in a series of reactions: acid chloride (2) formation with thionyl chloride, diazoketone formation (3) with diazomethane, chloromethyl ketone formation (4) with hydrochloric acid, organic reduction of chlorine to methylketone (5), ketone halogenation to 6, elimination reaction with pyridine to enone 7 and finally oxidation with chromium trioxide to bisnorcholanic acid 8. :[[Image:Gallagher-Hollander Degradation.svg|600px|Gallagher–Hollander degradation]]
References
This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.
Ask Mako anything about Gallagher–Hollander degradation — get instant answers, deeper analysis, and related topics.
Research with MakoFree with your Surf account
Create a free account to save articles, ask Mako questions, and organize your research.
Sign up freeThis content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.
Report