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In pursuit of novel biologically active Vitamin D compounds of potential therapeutic value, 1α,25-dihydroxy-2-[3′-(methoxymethoxy)propylidene]-19-norvitamin D 3 (7) was efficiently prepared in a convergent synthesis, starting with (−)-quinic acid and the protected 25-hydroxy Grundmann ketone 16. The key synthetic step involved Lythgoe type Wittig–Horner coupling of 16, with the phosphine oxide...
In continuing efforts towards the synthesis of biologically active vitamin D compounds of potential therapeutic value, new 2-methylene-1α-hydroxy-19-norvitamin D 3 analogs 3 and 4 with modified alkyl side chains have been synthesized. The key synthetic step involved Lythgoe-type Wittig–Horner coupling of Windaus–Grundmann type ketones 9, possessing different 17β-alkyl substituents, with the...
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