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Keywords:

  • Nutraceuticals;
  • 1-Octacosanol;
  • Sebacic acid;
  • Synthesis;
  • Wittig coupling

An efficient synthetic method was developed for the preparation of 1-octacosanol (C28-alcohol) from commercially available lipid-based intermediates namely sebacic acid (decanedioic acid) and stearyl alcohol. The key step in the synthesis is the preparation of tert-butyl dimethyl octacos-10-enyloxy silane from 10-tert-butyl dimethyl silanyloxy decanal and octadecyl triphenylphosphonium bromide salt employing Witting reaction. This product on simultaneous hydrogenation of double bond and deprotection of tert-butyldimethylsilyl protecting group in a single step on treatment with Pd/C and H2 in methanol at ambient temperature resulted octacosanol in 95% yields. The products were characterised by IR, 1H NMR, and GC–MS analysis.