(3aS,7aS)-3a-hydroxy-7a-(3-phenylpropyl)-3,4,6,7-tetrahydro-2H-indene-1,5-dione | 1039079-40-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3aS,7aS)-3a-hydroxy-7a-(3-phenylpropyl)-3,4,6,7-tetrahydro-2H-indene-1,5-dione
• CAS: 1039079-40-7
• 化学式: C₁₈H₂₂O₃
• 分子量: 286.371
• InChiKey: MXSATRQQLYGLIP-MSOLQXFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3aS,7aS)-3a-hydroxy-7a-(3-phenylpropyl)-3,4,6,7-tetrahydro-2H-indene-1,5-dione 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以29%的产率得到(7aR)-7a-(3-phenylpropyl)-2,3,7,7a-tetrahydro-6H-indene-1,5-dione
  参考文献：
  名称：

  Synthesis of 7a-Substituted Hajos−Wiechert Ketone Analogues

  摘要：

  A general and efficient route to 2-substituted 1,3-cyclopentadiones 3 has been developed. This operationally simple, two-step procedure is amenable to mulfigram scale preparations of these useful synthetic intermediates. These compounds are then transformed to previously unknown, higher analogues of the Hajos-Parrish-Eder-Sauer-Wiechert ketone (enone 1, R = Me) following an enantioselective Robinson annulation.

  DOI：

  10.1021/jo800638s
• 作为产物：
  描述：

  2-(3-phenylpropyl)-2-(3-oxobutyl)-1,3-cyclopentanedione 在 L-脯氨酸 作用下， 以 二甲基亚砜 为溶剂， 反应 72.0h， 生成 、 (3aS,7aS)-3a-hydroxy-7a-(3-phenylpropyl)-3,4,6,7-tetrahydro-2H-indene-1,5-dione
  参考文献：
  名称：

  Synthesis of 7a-Substituted Hajos−Wiechert Ketone Analogues

  摘要：

  A general and efficient route to 2-substituted 1,3-cyclopentadiones 3 has been developed. This operationally simple, two-step procedure is amenable to mulfigram scale preparations of these useful synthetic intermediates. These compounds are then transformed to previously unknown, higher analogues of the Hajos-Parrish-Eder-Sauer-Wiechert ketone (enone 1, R = Me) following an enantioselective Robinson annulation.

  DOI：

  10.1021/jo800638s

文献信息

• Synthesis of 7a-Substituted Hajos−Wiechert Ketone Analogues
  作者：Jason W. J. Kennedy、Sophia Vietrich、Hilmar Weinmann、Dominic E. A. Brittain

  DOI：10.1021/jo800638s

  日期：2008.7.1

  A general and efficient route to 2-substituted 1,3-cyclopentadiones 3 has been developed. This operationally simple, two-step procedure is amenable to mulfigram scale preparations of these useful synthetic intermediates. These compounds are then transformed to previously unknown, higher analogues of the Hajos-Parrish-Eder-Sauer-Wiechert ketone (enone 1, R = Me) following an enantioselective Robinson annulation.