(3aR,4S,7aS)-7a-methyl-4-prop-2-enoxy-2,3,3a,4,6,7-hexahydroindene-1,5-dione | 924881-80-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,4S,7aS)-7a-methyl-4-prop-2-enoxy-2,3,3a,4,6,7-hexahydroindene-1,5-dione
• CAS: 924881-80-1
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: KJTQBLYBOGNIRH-XDTLVQLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3aR,4S,7aS)-7a-methyl-4-prop-2-enoxy-2,3,3a,4,6,7-hexahydroindene-1,5-dione 在 2,6-二甲基吡啶 、 sodium periodate 、 四氧化锇 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以90%的产率得到(7a-methyl-1,5-dioxo-octahydro-inden-4-yloxy)-acetaldehyde
  参考文献：
  名称：

  Enantioselective synthesis of (8S,13S,14R)-7-oxa-estra-4,9-diene-3,17-dione

  摘要：

  The first enantioselective synthesis of (8S,13S,14R)-7-oxa-estra-4,9-diene-3,17-dione with the trans-C/D ring junction is described. Key features of the synthesis include Ag2O-mediated C-O bond formation, thermodynamically controlled axial-equatorial inversion, one-pot of halogen exchange and Co/Cr-mediated C-C bond formation, and intramolecular aldol condensations. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.042
• 作为产物：
  描述：

  (3aR,4S,7aS)-4-bromo-7a-methyloctahydro-1H-indene-1,5-dione 在 MS 4 Angstroem 、 silica gel 、 potassium carbonate 、 silver(l) oxide 作用下， 以 甲醇 为溶剂， 反应 28.0h， 生成 (3aR,4S,7aS)-7a-methyl-4-prop-2-enoxy-2,3,3a,4,6,7-hexahydroindene-1,5-dione
  参考文献：
  名称：

  Enantioselective synthesis of (8S,13S,14R)-7-oxa-estra-4,9-diene-3,17-dione

  摘要：

  The first enantioselective synthesis of (8S,13S,14R)-7-oxa-estra-4,9-diene-3,17-dione with the trans-C/D ring junction is described. Key features of the synthesis include Ag2O-mediated C-O bond formation, thermodynamically controlled axial-equatorial inversion, one-pot of halogen exchange and Co/Cr-mediated C-C bond formation, and intramolecular aldol condensations. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.11.042

文献信息

• Enantioselective synthesis of (8S,13S,14R)-7-oxa-estra-4,9-diene-3,17-dione
  作者：Fu-An Kang、Nareshkumar Jain、Zhihua Sui

  DOI：10.1016/j.tetlet.2006.11.042

  日期：2007.1

  The first enantioselective synthesis of (8S,13S,14R)-7-oxa-estra-4,9-diene-3,17-dione with the trans-C/D ring junction is described. Key features of the synthesis include Ag2O-mediated C-O bond formation, thermodynamically controlled axial-equatorial inversion, one-pot of halogen exchange and Co/Cr-mediated C-C bond formation, and intramolecular aldol condensations. (c) 2006 Elsevier Ltd. All rights reserved.