Synthesis of diastereomers of 1,3-cis-25-dihydroxy-19-norvitamin D3

Kosuke Usuda, Tanima Biswas, Takuya Yamaguchi, Yusuke Akagi, Koji Yasui, Motonari Uesugi, Isao Shimizu, Seijiro Hosokawa*, Kazuo Nagasawa

*この研究の対応する著者

研究成果査読

1 被引用数 (Scopus)

抄録

1β,3β,25-Dihydroxy-19-norvitamin D3 (4a) and 1α,3α,25-dihydroxy-19-norvitamin D3 (4b) were synthesized by employing a new A-ring synthon, (1R,3S)-3-((tert-butyldimethylsilyl)oxy)-5-oxocyclohexyl benzoate (19), which was derived from D-(-)-quinic acid in 12 steps. The A-ring was coupled with the circular dichroism (CD) ring by means of Julia-Kocienski olefination to construct the diene unit. The structures of the products were confirmed by 1H-NMR and nuclear Overhauser effect (NOE) experiments.

本文言語English
ページ(範囲)1190-1195
ページ数6
ジャーナルChemical and Pharmaceutical Bulletin
64
8
DOI
出版ステータスPublished - 2016

ASJC Scopus subject areas

  • 化学 (全般)
  • 創薬

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