A Concise Synthesis of ent-Cholesterol

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• 作者：Jitendra D. Belani ; Scott D. Rychnovsky
• 刊名：Journal of Organic Chemistry
• 出版年：2008
• 出版时间：April 4, 2008
• 年：2008
• 卷：73
• 期：7
• 页码：2768 - 2773
• 全文大小：145K
• 年卷期：v.73,no.7(April 4, 2008)
• ISSN：1520-6904

文摘

ent-Cholesterol was synthesized in 16 steps from commercially available (S)-citronellol. The overall yieldfor the synthesis was 2.0%. This route is amenable to gram-scale preparation of ent-cholesterol. Isotopicincorporation near the end of the synthesis was achieved using labeled methyl iodide. This synthesis isthe most practical to date and will make ent-cholesterol more readily available to use as a probe of thefunction and metabolism of cholesterol.