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- Title
Synthesis of 2-Ethyl-19- nor Analogs of 1α,25-Dihydroxyvitamin D<sub>3</sub>.
- Authors
Laplace, Duchan R.; Van Overschelde, Michel; De Clercq, Pierre J.; Verstuyf, Annemieke; Winne, Johan M.
- Abstract
The synthesis of two new A-ring precursors, useful for the convergent assembly of 2α-ethyl and 2β-ethyl derivatives of 19- nor-1α,25-dihydroxyvitamin D3, is described. These building blocks were prepared in 14 steps from quinic acid, which led to a new and practical synthesis of 2α-ethyl-14- epi-19- nor-20- epi-23-yne-1,25(OH)2D3, an analog that shows a remarkably low calcemic effect in mice, while retaining the ability to promote cell differentiation and to inhibit cell proliferation in a number of human cancer cell lines.
- Publication
European Journal of Organic Chemistry, 2013, Vol 2013, Issue 4, p728
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201201261