Wolfram
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Synthesis of resveratrol
This very interessting stilbene is made by grapes which are under fungal attack.
It has been found to have many healt benefits, anticancer properties etc.
(Search at pubmed.net for "resveratrol" to learn more about it)
Does anyone have any paper how to sythesize it?
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guaguanco
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Here's one example
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Wolfram
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It looks complicated.
It looks complicated.
I would rather stick to extracting it from grapes left over from when someone else have extrated the grape juice. That must be much cheaper.
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Geomancer
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I don't see much room for anything clever. Looks like the straightforward approach of producing each aromatic segment separately (probably using
diazonium chemistry), and combining with a Wittig reaction. There may be possibilities in doing evil things to certain lignins (e. g. bamboo).
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guaguanco
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| Quote: | Originally posted by Wolfram
It looks complicated.
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Yeah, it's going to be complicated no matter how you slice it.
If you're looking for a cheap source of resveratrol, you're probably on the right track to try to extract it.
one method
another
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Geomancer
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It seems that the "Heck reaction" is a popular way to do stuff like this. p-Iodophenol is easy to make, and if the folks at the Hive are
good for anything, they should be good for telling you how to get the styrene.
Also I would be very interested to know if there is a facile route to stilbenes from the correspnding benzaldehydes. Especially if it avoids
triphenylphosphine and other stuff I dont have.
[Edit: I agree that extracting from grape plants is best unless you want to produce it by the ton.]
[Edited on 12-3-2004 by Geomancer]
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kclo4
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I am interested in this chemical. and i would also like to extract it.
But instead of getting the chemical from grape skins why not from some sort of knotweed?
http://en.wikipedia.org/wiki/Japanese_knotweed
And if you plan on eating it, do you think it would be possible to extract enough cheaply compared to just buying the chemical online?
it is very expensive.
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not_important
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hmmm ... benzoic acid => 3,5 dinitro-benzoic, then to the 3,5 dihydroxy (may be problems there) Convert that to the aldehyde by any one of
several routes
tyrosine + OCl(-) => p-hydroxy phenylacetaldehyde => phenacetic acid/ester
or similar Strecker degradation
condense the two, decarboxylate
that's the best until I get awake.
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