11,12-Dihydro-5H,10H-5a,10-ethano-11,16b-methano-12-methoxydibenzo<3,4:8,9>cyclonona<1,2-b>naphtho<1,2-e>pyran-20,22-dione | 135106-90-0

• 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: 11,12-Dihydro-5H,10H-5a,10-ethano-11,16b-methano-12-methoxydibenzo<3,4:8,9>cyclonona<1,2-b>naphtho<1,2-e>pyran-20,22-dione
• CAS: 135106-90-0
• 化学式: C₃₂H₂₄O₄
• 分子量: 472.54
• InChiKey: PZXLWVJDGUQHFG-GCGDQRCJSA-N

物化性质

• 沸点：
  692.4±55.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  11,12-Dihydro-5H,10H-5a,10-ethano-11,16b-methano-12-methoxydibenzo<3,4:8,9>cyclonona<1,2-b>naphtho<1,2-e>pyran-20,22-dione 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 以80%的产率得到11,12-Dihydro-5H,10H-10,22-methano-12-methoxy-5a,11,16b-(methanoxymethano)dibenzo<3,4:8,9>cyclonona<1,2-b>naphtho<1,2-e>pyran-20-ol
  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
• 作为产物：
  描述：

  sodium methylate 、 cis-bispiro--pyran-3',1"-naphthalene>-2(1H),2"(1"H)-dione 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 以38%的产率得到11,12-Dihydro-5H,10H-12,16b-ethano-5a,11-methano-10-methoxydibenzo<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