New synthetic strategy for the synthesis of 24-epibrassinolide.
The synthesis of (22E,24R)-5 alpha-ergosta-2,22-dien-6-one (2), a key intermediate to the preparation of 24-epibrassinolide (1), was achieved through the 3,6-diketone 8 in a 40% overall yield in five steps starting from ergosterol (3).
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Department of Organic Chemistry, C.E.T.S. Institut Químic de Sarrià, Universitat Ramon Llull, Barcelona, Spain.
Puig
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Comas
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Fernández
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D060406:Brassinosteroids; D002777:Cholestanols / Q000138:chemical synthesis*; D004875:Ergosterol / Q000737:chemistry; D013260:Steroids, Heterocyclic / Q000138:chemical synthesis*
D060406:Brassinosteroids; D002777:Cholestanols; D013260:Steroids, Heterocyclic; C023623:brassinolide; D004875:Ergosterol