Can we use Boron tribromide dimethyl sulfide complex to demethylate the methoxy groups on ring A of colchicine?
Dear Abdullah,
Yes indeed. Please see attached file.
Rafik
it will demethylate but selectivity is not clear
this is my request I need two demethylated groups of four.
this transformation is only possible with enzymatic hydrolysis
In fact, BBr3 is a good one for demethylation of OCH3. You an find a number of reports from the internet.
Actually it is not possible to get BBr3 from suppliers.
Yes, always it should with a solvent. But instead of BBr3 dms you can prefer BBr3 dcm. Dimethyl sulfate itself a very good methylating agent.
The methoxy group ortho to the carbonyl in ring C will break easily. The middle methoxy in ring A is rather reactive and could be cleaved by a number of reagents including Bronsted and Lewis acids.
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