Synthesis of 19-nor vitamin D compounds

Details Synthesis of 19-nor vitamin D compounds Synthesis of 19-nor vitamin D compounds

1995-05-16

1996-12-03

Prior, Kimberly J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Silicon containing

552653, 556443, 556449, 556428, 558 89, 558177, 568 15, 568 33, C07F 718, C07F 902, C07C31700

Patent

active

055810063

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.

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