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US 5,391,755 AGranted
Synthesis of 19-NOR vitamin D compounds
AssigneeWisconsin Alumni Research Foundation
InventorsHector F. DeLuca, Heinrich K. Schnoes, Kato L. Perlman, Rolf E. Swenson
Life of this patent
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Abstract
A convergent synthesis of 19-nor-vitamin D compounds, specifically 19-nor-1.alpha.,25-dihydroxyvitamin D.sub.3, is disclosed. The synthesis can also readily be utilized for preparing other 1.alpha.-hydroxylated 19-nor-vitamin D compounds. The key step in the synthesis is a suitable application of Lythgoe's procedure i.e. a Horner-Wittig reaction of the lithium anion of a phosphine oxide with a Windaus Grundmann ketone to give, after any necessary deprotection, the desired 19-nor-vitamin D compound.
Claims1
A compound of the structure:
- where X.sup.1 and X.sup.2, which may be the same or different, represents hydrogen or a hydroxy-protecting group, and where X.sup.4 represents hydrogen, hydroxy or protected hydroxy.
Dependencies are inferred from the claim text.