Synthesis of 19-nor vitamin d compounds

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

C - Chemistry, Metallurgy

07

C

C07C 401/00 (2006.01) C07D 307/20 (2006.01) C07D 309/12 (2006.01) C07F 7/18 (2006.01) C07F 9/53 (2006.01)

Patent

CA 2069374

A convergent synthesis of 19-nor-vitamin D compounds, specifically 19-nor-1.alpha.,25-dihydroxyvitamin D3, 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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