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Topic: Chemoselectivity: epoxide or alkene?  (Read 246 times)

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Offline sharbeldam

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Chemoselectivity: epoxide or alkene?
« on: May 01, 2021, 11:00:29 AM »
Thank you
If you allow me another question because I don’t wanna open a new topic , I have this antibiotic flavipucin (if you can google it cause I can’t share pic), and it’s reacting with CH3OH/H+, it has double bond and epoxide which technically both can react with that, if the reaction is 1:1 , how do I know if methanol will react with epoxide or double bond?
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Offline Meter

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Re: Chemoselectivity: epoxide or alkene?
« Reply #1 on: May 01, 2021, 01:54:13 PM »
One must look at differences in reactivity of said groups on the given molecule.

Offline sharbeldam

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Re: Chemoselectivity: epoxide or alkene?
« Reply #2 on: May 01, 2021, 03:35:32 PM »
Couldn’t find it. That’s why I asked for help
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Offline Meter

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Re: Chemoselectivity: epoxide or alkene?
« Reply #3 on: May 01, 2021, 03:42:14 PM »
Couldn’t find it. That’s why I asked for help
Epoxides tend to be quite reactive due to ring strain.

Offline Babcock_Hall

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Re: Chemoselectivity: epoxide or alkene?
« Reply #4 on: May 03, 2021, 10:28:42 AM »
https://pubchem.ncbi.nlm.nih.gov/compound/Flavipucine#section=Structures
Flavipucine?  You could try using SciFinder and drawing out possible reactions.  There might be a more efficient way.

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