ethyl 3-oxo-4-(2,3,4,7-tetrahydro-1H-inden-2-yl)butanoate | 1591946-72-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: ethyl 3-oxo-4-(2,3,4,7-tetrahydro-1H-inden-2-yl)butanoate
• CAS: 1591946-72-3
• 化学式: C₁₅H₂₀O₃
• 分子量: 248.322
• InChiKey: MPXTZFIJEAZSFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  ethyl 3-oxo-4-(2,3,4,7-tetrahydro-1H-inden-2-yl)butanoate 在 copper(II) salicylideneimine 、 三乙胺 、 甲烷磺酰基叠氮化物 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 5.0h， 生成 ethyl 10-oxotetracyclo[6.3.1.0^1,6.0^6,11]dodec-3-ene-11-carboxylate
  参考文献：
  名称：

  Synthesis of the Pentacylic Core of (+)-Salvileucalin B

  摘要：

  A concise preparation of the prochiral pentacyclic core of (+)-salvileucalin B is presented. The key feature in the synthesis is the Cu-catalyzed intramolecular cyclopropanation of a symmetrical indane-derived a-diazo beta-keto ester. This symmetry is carried through the remainder of the synthesis. This practical approach could allow the ready preparation of derivatives for further chemical and biological studies of this class of natural products.

  DOI：

  10.1021/jo500164x
• 作为产物：
  描述：

  2,3,4,5,6,7-六氢-1H-茚 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 2.17h， 生成 ethyl 3-oxo-4-(2,3,4,7-tetrahydro-1H-inden-2-yl)butanoate
  参考文献：
  名称：

  Synthesis of the Pentacylic Core of (+)-Salvileucalin B

  摘要：

  A concise preparation of the prochiral pentacyclic core of (+)-salvileucalin B is presented. The key feature in the synthesis is the Cu-catalyzed intramolecular cyclopropanation of a symmetrical indane-derived a-diazo beta-keto ester. This symmetry is carried through the remainder of the synthesis. This practical approach could allow the ready preparation of derivatives for further chemical and biological studies of this class of natural products.

  DOI：

  10.1021/jo500164x

文献信息

• Synthesis of the Pentacylic Core of (+)-Salvileucalin B
  作者：Douglass F. Taber、Craig M. Paquette

  DOI：10.1021/jo500164x

  日期：2014.4.18

  A concise preparation of the prochiral pentacyclic core of (+)-salvileucalin B is presented. The key feature in the synthesis is the Cu-catalyzed intramolecular cyclopropanation of a symmetrical indane-derived a-diazo beta-keto ester. This symmetry is carried through the remainder of the synthesis. This practical approach could allow the ready preparation of derivatives for further chemical and biological studies of this class of natural products.