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Total Synthesis

Posted: Tue Oct 19, 2021 9:11 am
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
Screenshot_20211019-104946_Molecular Constructor.jpg (65.99 KiB) Viewed 3040 times

Re: Total Synthesis

Posted: Tue Oct 19, 2021 10:06 am
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
Screenshot_20211022-095707_S Note.jpg (91.72 KiB) Viewed 2997 times

Re: Total Synthesis

Posted: Tue Oct 19, 2021 12:59 pm
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

Re: Total Synthesis

Posted: Fri Oct 22, 2021 7:21 am
by Alexi999
There is no adjunct to stabilize this molecule to prevent hydrolysis and CO2 decomposition in aqueous solution?
What about the isoelectric -HNO3?

Re: Total Synthesis

Posted: Fri Oct 22, 2021 7:54 am
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?

Re: Total Synthesis

Posted: Fri Oct 22, 2021 8:05 am
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?

Re: Total Synthesis

Posted: Fri Oct 22, 2021 8:36 am
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?