I am leading a project in which I am attempting to synthesize 4-oxooctanoic acid in a (mostly) biological pathway. Currently, I have reached a dead-end. I have a way to create octanoic acid through bacterial growth, I could not seem to find a way to proceed to the 4-oxo step with enzymes so I turned to chemistry.
Although this seems to be impossible due to the structure of octanoic acid. There appears to be no way to specifically target the fourth carbon to obtain the 4-oxooctanoic acid.
My question is: Am I correct in assuming that converting octanoic acid to 4-oxooctanoic acid is impossible (at least via simple oxidation)? Or would there be a better way to go about doing this?
Thanks in advance
PS: Here are pubchem links to the two structures involved.