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Synthesis of Side-Chain Locked Analogs of 1α,25-Dihydroxyvitamin D Bearing a C17 Methyl Group

Organic Letters, ISSN: 1523-7052, Vol: 20, Issue: 9, Page: 2641-2644
2018
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Article Description

A convergent synthesis of side-chain locked vitamin D analogs 3 and 4, which bind strongly in silico to the vitamin D receptor (VDR), is described. The synthetic approach features an S2′-syn displacement of carbamates by cuprates to set the challenging quaternary stereogenic center at C17 and a Pd-catalyzed construction of the triene system in the presence of a diyne moiety.

Bibliographic Details

Sigüeiro, Rita; Maestro, Miguel A.; Mouriño, Antonio

American Chemical Society (ACS)

Biochemistry, Genetics and Molecular Biology; Chemistry

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