116700-82-4Relevant academic research and scientific papers
A Condensed, Scalable Synthesis of Racemic Koningic Acid
Barbe, Guillaume,Chai, David,Chen, Bin,Dechristopher, Brian,Guay, Daniel,Levesque, Eric,Mancuso, John
, p. 6788 - 6793 (2020/07/14)
The natural product koningic acid (KA) is a selective covalent inhibitor of glyceraldehyde-3-phosphate dehydrogenase (GAPDH), a critical node in the glycolysis pathway. While KA is available commercially, sources are limited and its cost becomes rapidly prohibitive beyond the milligram scale. Additionally, a practical and flexible synthetic route to KA and analogs remains to be developed. Here we detail a new route that is operationally safer, scalable and offers a five-step reduction in the previously reported longest linear sequence.
Total synthesis of (±)-heptelidic acid
Danishefsky,Mantlo
, p. 8129 - 8133 (2007/10/02)
The total synthesis of the title compound in 13 steps from 4-isopropylcyclohexanone has been accomplished. The key phases were the following: (i) the use of a cuprate derivative of a diprotected bis allylic alcohol for conjugate addition; (ii) the use of
