Issue 7, 1976

Synthesis of 24ξ,25-dihydroxyprovitamin D3

Abstract

The known C-22 aldehyde obtained by degradation of ergosterol acetate (in which the ring B diene system has been protected by Diels–Alder addition of 4-phenyl-1,2,4-triazoline-3,5-dione) undergoes aldol condensation with 3-methyl-3-tetrahydropyranyloxybutan-2-one. The resulting enone gives 24ξ,25-dihydroxyprovitamin D3(the provitamin of the metabolite 24,25-dihydroxycholecalciferol) upon successive reductions with sodium borohydride in pyridine and lithium aluminium hydride.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1976, 727-731

Synthesis of 24ξ,25-dihydroxyprovitamin D3

S. C. Eyley and D. H. Williams, J. Chem. Soc., Perkin Trans. 1, 1976, 727 DOI: 10.1039/P19760000727

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