Taxadienone

Taxadienone
Names
IUPAC name
(+)-Taxa-4(5),11(12)-dien-2-one
Identifiers
Jmol-3D images Image
Properties
Molecular formula
C20H30O
Molar mass 286.45 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Taxadienone ((+)-taxa-4(5),11(12)-dien-2-one) is an organic compound and a taxane. The compound is of some academic interest as a potential precursor to Taxol, in important anti-cancer drug, in a commercially viable process.[1] A total synthesis of taxadienone was reported in 2012 together with its conversion to the next Taxol precursor taxadiene.[2] A multigram synthetic method was reported in 2015.[3]

References

  1. GEN News Highlights Nov 7, 2011 Scientists Develop Scalable Process for Synthesizing Diverse Taxanes http://www.genengnews.com/gen-news-highlights/scientists-develop-scalable-process-for-synthesizing-diverse-taxanes/81245919/
  2. Scalable enantioselective total synthesis of taxanes Abraham Mendoza, Yoshihiro Ishihara, Phil S. Baran Nature Chemistry 4, 21–25 (2012) doi:10.1038/nchem.1196
  3. Route Optimization and Synthesis of Taxadienone Sergiy G. Krasutsky, Sheila H. Jacobo, Scott R. Tweedie, Ravi Krishnamoorthy, and Alexander S. Filatov Organic Process Research & Development 2015 19 (1), 284-289 doi:10.1021/op500314c