2008/03/13 by Jitendra D. Belani, Scott D. Rychnovsky · 3 citations
Medicine · Biochemistry, Genetics and Molecular Biology · #Cholesterol and Lipid Metabolism #Lipid Membrane Structure and Behavior #Lipid metabolism and biosynthesis
paper · doi:10.1021/jo702694g
openalex publication_date 2008/03/13 · openalex created_date 2016/06/24 · openalex updated_date 2026/08/01
ent-Cholesterol was synthesized in 16 steps from commercially available (S)-citronellol. The overall yield for the synthesis was 2.0%. This route is amenable to gram-scale preparation of ent-cholesterol. Isotopic incorporation near the end of the synthesis was achieved using labeled methyl iodide. This synthesis is the most practical to date and will make ent-cholesterol more readily available to use as a probe of the function and metabolism of cholesterol.