IMPROVED PREPARATION OF A-RING PHOSPHINE OXIDES FOR THE SYNTHESIS OF VITAMIN D ANALOGS

Andrzej R. Daniewski Chemical Synthesis—Process Research, Non-Clinical Development, Pre-Clinical Research and Development, Hoffmann-La Roche Inc., Nutley, NJ, 07110, U.S.A.

Lisa M. Garofalo Chemical Synthesis—Process Research, Non-Clinical Development, Pre-Clinical Research and Development, Hoffmann-La Roche Inc., Nutley, NJ, 07110, U.S.A.

Marek M. Kabat Chemical Synthesis—Process Research, Non-Clinical Development, Pre-Clinical Research and Development, Hoffmann-La Roche Inc., Nutley, NJ, 07110, U.S.A.Correspondence[email protected]

ABSTRACT

A new, high yielding, two-step process for the preparation of A-ring phospine oxides from allyl alcohols, useful for the synthesis of vitamin D analog, is described, in which triphosgene and diphenylphosphine oxide are used for chlorination and subsequent substitution reactions, respectively.

ACKNOWLEDGMENTS

We are thankful to Drs. M. Okabe and C.M. Exon for support, scientific discussions, and help in preparation of this manuscript.

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IMPROVED PREPARATION OF A-RING PHOSPHINE OXIDES FOR THE SYNTHESIS OF VITAMIN D ANALOGS

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IMPROVED PREPARATION OF A-RING PHOSPHINE OXIDES FOR THE SYNTHESIS OF VITAMIN D ANALOGS

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ACKNOWLEDGMENTS

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