(2'-phenylmethoxyspiro[1,3-dioxolane-2,9'-7,8,10,10a-tetrahydrobenzo[c]chromene]-6'-yl) trifluoromethanesulfonate | 787622-04-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2'-phenylmethoxyspiro[1,3-dioxolane-2,9'-7,8,10,10a-tetrahydrobenzo[c]chromene]-6'-yl) trifluoromethanesulfonate
• CAS: 787622-04-2
• 化学式: C₂₃H₂₁F₃O₇S
• 分子量: 498.477
• InChiKey: WSOPUMBFMUNZMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  34.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  80.29
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2'-phenylmethoxyspiro[1,3-dioxolane-2,9'-7,8,10,10a-tetrahydrobenzo[c]chromene]-6'-yl) trifluoromethanesulfonate 在 四(三苯基膦)钯 、 palladium on activated charcoal 氢气 、 sodium carbonate 、 lithium chloride 作用下， 以 甲醇 、 乙二醇二甲醚 为溶剂， 生成
  参考文献：
  名称：

  Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 3: Synthesis of cyclopentanone and cyclohexanone intermediates for C-ring modification

  摘要：

  Benzopyrans are selective estrogen receptor (ER) beta agonists (SERBAs), which bind the ER subtypes alpha and beta in opposite orientations. Here we describe the syntheses of cyclopentanone and cyclohexanone intermediates for SAR studies of the Gring on the benzopyran scaffold. Modification of the C-ring disrupts binding to ER alpha, thus improving ERP selectivity up to 100-fold. X-ray cocrystal structures confirm previously observed binding modes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.052
• 作为产物：
  描述：

  ethyl 6-(benzyloxy)-2-oxo-2H-chromene-3-carboxylate 在 lithium hydroxide 、 四丁基氟化铵 、 双(三甲基硅烷基)氨基钾 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 六甲基磷酰三胺 、 邻二甲苯 、 甲苯 为溶剂， 生成 (2'-phenylmethoxyspiro[1,3-dioxolane-2,9'-7,8,10,10a-tetrahydrobenzo[c]chromene]-6'-yl) trifluoromethanesulfonate
  参考文献：
  名称：

  Benzopyrans as selective estrogen receptor β agonists (SERBAs). Part 3: Synthesis of cyclopentanone and cyclohexanone intermediates for C-ring modification

  摘要：

  Benzopyrans are selective estrogen receptor (ER) beta agonists (SERBAs), which bind the ER subtypes alpha and beta in opposite orientations. Here we describe the syntheses of cyclopentanone and cyclohexanone intermediates for SAR studies of the Gring on the benzopyran scaffold. Modification of the C-ring disrupts binding to ER alpha, thus improving ERP selectivity up to 100-fold. X-ray cocrystal structures confirm previously observed binding modes. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.06.052