Taxadienone
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IUPAC name
Taxa-4,11-dien-2-one
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Preferred IUPAC name
(4aS,6R,12aS)-4,9,12a,13,13-Pentamethyl-2,4a,6,7,8,11,12,12a-octahydro-6,10-methanobenzo[10]annulen-5(1H)-one | |
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3D model (JSmol)
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PubChem CID
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Properties | |
C20H30O | |
Molar mass | 286.459 g·mol−1 |
Except where otherwise noted, data are 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[]
- ^ 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/
- ^ Scalable enantioselective total synthesis of taxanes Abraham Mendoza, Yoshihiro Ishihara, Phil S. Baran Nature Chemistry 4, 21–25 (2012) doi:10.1038/nchem.1196
- ^ 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
Categories:
- Chemistry stubs
- Total synthesis
- Taxanes
- Tricyclic compounds