New Route to Paricalcitol

  • ChemPubSoc Europe Logo
  • Author: Asian Journal of Organic Chemistry
  • Published Date: 26 August 2014
  • Source / Publisher: Asian Journal of Organic Chemistry/Wiley-VCH
  • Copyright: Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
thumbnail image: New Route to Paricalcitol

Paricalcitol, an A-ring-modified 19-nor analogue of 1α,25-dihydroxyvitamin D2, is currently used for the treatment and prevention of secondary hyperparathyroidism associated with chronic renal failure. 


Kazuo Nagasawa and co-workers, Tokyo University of Agriculture and Technology, Japan, have developed a novel synthetic method for producing the A-ring synthons for paricalcitol. The synthesis is based on ring-closing olefin metathesis of a linear precursor, followed by palladium-catalyzed isomerization of the endocyclc olefin product to give exocyclic olefin. The resulting A-ring synthons were successfully applied to the synthesis of paricalcitol.

The key feature of this method is that it is flexible enough for the modification of A-ring synthons, which means that a variety of novel paricalcitol analogues modified at the A-ring should be easy to produce. Structural developments of paricalcitol based on this synthesis are currently being studied.


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