1-[2-(4-{(2S,3R,4S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide | 688329-80-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 1-[2-(4-{(2S,3R,4S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide
• CAS: 688329-80-8
• 化学式: C₃₉H₅₇NO₆SSi₂
• 分子量: 724.122
• InChiKey: XINAOZJPAQDFAK-XSCAUNIISA-N

反应信息

• 作为反应物：
  描述：

  1-[2-(4-{(2S,3R,4S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide 在 四丁基氟化铵 、 碳酸氢钠 、 sodium hydrogensulfite 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (2S,3R,4S)-3-(4-Hydroxy-phenyl)-4-oxo-2-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-6-ol
  参考文献：
  名称：

  Estrogen Receptor Ligands. II. Discovery of Benzoxathiins as Potent, Selective Estrogen Receptor α Modulators

  摘要：

  The discovery and synthesis of dihydrobenzoxathiins as potent, ERalpha subtype selective ligands are described. The most active analogue, 4-D, was found to be 50-fold selective in a competitive binding assay and 100-fold selective in a transactivation assay in HEK-293 cells. The alpha selectivity was postulated to lie in the interaction of the sulfur atom of the benzoxathiin ring with the two discriminating residues in the binding pocket of the receptor isoforms.

  DOI：

  10.1021/jm034243o
• 作为产物：
  描述：

  (2S,3R)-2-(4-(2-(PIPERIDIN-1-YL)ETHOXY)PHENYL)-2,3-DIHYDRO-3-(4-HYDROXYPHENYL)BENZO[B][1,4]OXATHIIN-6-OL 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 1-[2-(4-{(2S,3R,4S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide
  参考文献：
  名称：

  Estrogen Receptor Ligands. II. Discovery of Benzoxathiins as Potent, Selective Estrogen Receptor α Modulators

  摘要：

  The discovery and synthesis of dihydrobenzoxathiins as potent, ERalpha subtype selective ligands are described. The most active analogue, 4-D, was found to be 50-fold selective in a competitive binding assay and 100-fold selective in a transactivation assay in HEK-293 cells. The alpha selectivity was postulated to lie in the interaction of the sulfur atom of the benzoxathiin ring with the two discriminating residues in the binding pocket of the receptor isoforms.

  DOI：

  10.1021/jm034243o