Synthesis of 25-hydroxyprovitamin D3 and 25xi, 26-dihydroxyprovitamin D3.

@article{Eyley1976SynthesisO2,
  title={Synthesis of 25-hydroxyprovitamin D3 and 25xi, 26-dihydroxyprovitamin D3.},
  author={S. Eyley and D. Williams},
  journal={Journal of the Chemical Society. Perkin transactions 1},
  year={1976},
  volume={7},
  pages={
          731-5
        }
}
  • S. Eyley, D. Williams
  • Published 1976
  • Chemistry, Medicine
  • Journal of the Chemical Society. Perkin transactions 1
The known C-22 aldehyde derived by degradation of ergosterol (in which the ring B diene system has been protected by reaction with 4-phenyl-1,2,4-triazoline-3,5-dione) reacts with the Grignard reagent derived from 4-chloro-2-methylbut-1-ene. The mesylate of the resulting C-22 alcohol undergoes reductive elimination, and the side chain double bond has been elaborated to give provitamins D3 hydroxylated at C-25 or at C-25 and C-26. These provitamins are the precursors of known metabolites. 
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