11,12-Dihydro-5H,10H-12,16b-ethano-5a,11-methano-10-(carbmethoxycyanomethyl)dibenzo<3,4:8,9>cyclonona<1,2-b>naphtho<1,2-e>pyran-20,22-dione | 135106-97-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 11,12-Dihydro-5H,10H-12,16b-ethano-5a,11-methano-10-(carbmethoxycyanomethyl)dibenzo<3,4:8,9>cyclonona<1,2-b>naphtho<1,2-e>pyran-20,22-dione
• 英文别名: 11,12-Dihydro-5H,10H-12,16b-ethano-5a,11-methano-10-(carbmethoxycyanomethyl)dibenzo[3,4:8,9]cyclonona[1,2-b]naphtho[1,2-e]pyran-20,22-dione
• CAS: 135106-97-7
• 化学式: C₃₅H₂₅NO₅
• 分子量: 539.587
• InChiKey: KMZOMWGRAWGYPW-SNRVRUFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.27
• 重原子数：
  41.0
• 可旋转键数：
  2.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  93.46
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  cis-bispiro--pyran-3',1"-naphthalene>-2(1H),2"(1"H)-dione 、 氰乙酸甲酯 在 potassium tert-butylate 作用下， 生成 11,12-Dihydro-5H,10H-12,16b-ethano-5a,11-methano-10-(carbmethoxycyanomethyl)dibenzo<3,4:8,9>cyclonona<1,2-b>naphtho<1,2-e>pyran-20,22-dione
  参考文献：
  名称：

  Tandem Michael reaction. Synthesis of bridged diketones

  摘要：

  Addition of NaOMe, NaOEt, or NaOPr(i) to dispironaphthalenone 1 resulted in the formation of diketones 4a-c and 5a-c. The structure assigned to 4a was confirmed by conversion to the known hemiacetal 3. Similar addition of carbon nucleophiles like diethyl malonate, dimethyl malonate, methyl cyanoacetate, and ethyl cyanoacetate afforded diketones 4d-g. Formation of these compounds has been rationalized.

  DOI：

  10.1021/jo00019a018