A New Approach to 19-nor-A-Ring Phosphine Oxide for the Convergent Synthesis of 19-nor-Calcitriol.

Rita Sigüeiro,Rocio Otero,Patricia González-Berdullas,Julian Loureiro,Antonio Mouriño,Miguel A Maestro

The Journal of Steroid Biochemistry and Molecular Biology（2017）

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摘要

•An efficient synthesis of 19-nor-A-ring phospine oxide (5) was achieved from (S)-carvone (7%, 15 steps).•A convergent synthesis of 1α,25-dihydroxy-19-norvitamin D3 (3) was achieved from (S)-carvone and Inhoffen-Lythgoe diol (20 steps, 3%).•The triene system assembly is based on a Wittig-Horner coupling.

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关键词

Vitamin D3 metabolites,19-Nor-calcitriol,19-Nor-A-ring phosphine oxide,Convergent synthesis

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