Total Synthesis

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Alexi999
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Total Synthesis

Post by Alexi999 »

Does anyone have any ideas for a stepwise total synthesis of the following molecule C3H4NaO7P?

Is it true that the dual carboxylate groups attached to the phosphate will retard hydrolysis in H2O?

How can I do this?
Screenshot_20211019-104946_Molecular Constructor.jpg
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Alexi999
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Re: Total Synthesis

Post by Alexi999 »

Could it be possible to design a simple electro-chemical cell that activates the carbonyl's to kick off (OH-)'s as leaving groups and at the same time pull up the P=O double bond to create a higher electrophilicity on P that holds the other single bonded oxygen closer to P allowing for a more positive affinity on phoshpate H's to grab the recently kicked off (OH-)'s

Any insight?
Screenshot_20211022-095707_S Note.jpg
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Last edited by Alexi999 on Fri Oct 22, 2021 7:57 am, edited 1 time in total.
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ChenBeier
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Re: Total Synthesis

Post by ChenBeier »

Again a strange molecule. You have a combined anhydride of acetic acid , carbonic acid and phosphoric acid.
This will not exist. Carbonic acid will expell CO2. Then we have the same molecule what you asked before.

(CH3CO - OP(=O) - O(C=O)-OH)O- Na+
(CH3CO - OP(=O) - OH O- Na+ + CO2
Alexi999
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Re: Total Synthesis

Post by Alexi999 »

There is no adjunct to stabilize this molecule to prevent hydrolysis and CO2 decomposition in aqueous solution?
What about the isoelectric -HNO3?
Alexi999
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Re: Total Synthesis

Post by Alexi999 »

I know that in the biological system of humans there is an Zn based enzyme CA (carbonic anhydrase) that favors the formation of carbonic acid from H2O and CO2
Maybe a Zn adjunct complex would retard this decomposition?
Alexi999
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Re: Total Synthesis

Post by Alexi999 »

Basically, how can this dual oxoacid chained to a mono-phosphate salt be accomplished?

R1 O=C O-P-O C=O R2

Should be easy right?
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ChenBeier
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Re: Total Synthesis

Post by ChenBeier »

These compounds , if existent are only stable without of presence of water.
Other acids like nitric will destable more.
What is the purpose to synthesise this compounds?
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