Orifluoroacetylation and dehydration of 20-hydroxyecdysone acetonides. Synthesis of stachisterone B |
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| Authors: | Odinokov V N Galyautdinov I V Nedopekin D V Khalilov L M |
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| Institution: | (1) Institute of Petrochemistry and Catalysis, Bashkortostan Republic Academy of Sciences and Ufa Scientific Center of the Russian Academy of Sciences, 141 prosp, Oktyabrya, cUfa, 450075, Russian Federation |
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| Abstract: | Orifluoroacetylation of the 25(OH)-group with subsequent dehydration of the 14(OH)-group takes place in the reaction of 20-hydroxyecdysone 20,22-acetonide and 2,3:20,22-diacetonide with trifluoroacetic anhydride in the presence of pyridine. Dehydration of the 14(OH)-group gives rise to stachisterone B derivatives, which are hydrolyzed to give the phytoecdysteroid stachisterone B. |
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| Keywords: | 20-hydroxyecdysone stachisterone B acetonides trifluoroacetates dehydration hydrolysis |
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