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Topic: What is the process to make tideglusib more water soluble?  (Read 1308 times)

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Offline carbonatedpop

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What is the process to make tideglusib more water soluble?
« on: December 14, 2021, 04:53:32 PM »
What is the process that will make tideglusib more water soluble np928?
The key is to remove two benzene rings.
Please see attachement for structural formula.

Offline Borek

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Re: What is the process to make tideglusib more water soluble?
« Reply #1 on: December 14, 2021, 05:44:29 PM »
If you modify the molecule, it won't be tideglusib anymore.
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Offline wildfyr

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Re: What is the process to make tideglusib more water soluble?
« Reply #2 on: December 15, 2021, 08:36:37 AM »
This is a very strange post

Offline Babcock_Hall

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Re: What is the process to make tideglusib more water soluble?
« Reply #3 on: December 15, 2021, 12:08:21 PM »
@OP,  Were you given this molecule as an assignment?  Can you provide your own thoughts first?  Thank you.

Offline carbonatedpop

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Re: What is the process to make tideglusib more water soluble?
« Reply #4 on: December 16, 2021, 06:56:27 AM »
The only method that I heard of about removing benzene ring is called Birch Reduction.  My own idea is to mix it with AlCl3 to separate bennzene ring.  Then remove a freed benzene ring.  For the remaining is to mix with some compound that will remove chloride. And yes, it will no longer be tideglusib but a different compound - a striped version of tideglusib that is more soluble in water.   No, it is not an assignment, just a question out of curiosity.    :)

Offline Orcio_87

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Re: What is the process to make tideglusib more water soluble?
« Reply #5 on: December 16, 2021, 09:35:24 AM »
@carbonatedpop I heard that substituting aromatic -H with -OH increases solubility of the aromatic compounds.

Offline Babcock_Hall

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Re: What is the process to make tideglusib more water soluble?
« Reply #6 on: December 16, 2021, 11:06:24 AM »
@carbonatedpop I heard that substituting aromatic -H with -OH increases solubility of the aromatic compounds.
I don't disagree, but I would have tried to lead the OP to this by questions.

Offline wildfyr

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Re: What is the process to make tideglusib more water soluble?
« Reply #7 on: December 17, 2021, 08:25:13 AM »
Birch reduction will reduce benzene to cyclohexadiene, it won't remove the ring.

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