(1R,4S,4aS,9S,9aR,10R)-9,10-diphenyl-1,4,4a,9,9a,10-hexahydro-9,10-epoxy-1,4-methanoanthracene | 10211-14-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: (1R,4S,4aS,9S,9aR,10R)-9,10-diphenyl-1,4,4a,9,9a,10-hexahydro-9,10-epoxy-1,4-methanoanthracene
• CAS: 10211-14-0
• 化学式: C₂₇H₂₂O
• 分子量: 362.471
• InChiKey: BMQRTDMCYKLBQY-OKWFOXASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (1R,4S,4aS,9S,9aR,10R)-9,10-diphenyl-1,4,4a,9,9a,10-hexahydro-9,10-epoxy-1,4-methanoanthracene 在 palladium on activated charcoal 硫酸 、 氢气 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 9,10-Diphenyl-1,2,3,4-tetrahydro-1,4-methanoanthracene
  参考文献：
  名称：

  Reaction of norbornadiene with 1,3-diphenylisobenzofuran

  摘要：

  DOI：

  10.1021/jo01280a005
• 作为产物：
  描述：

  1,3-二苯基异苯并呋喃 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 63.5h， 生成 (1R,4S,4aS,9S,9aR,10R)-9,10-diphenyl-1,4,4a,9,9a,10-hexahydro-9,10-epoxy-1,4-methanoanthracene
  参考文献：
  名称：

  Dienophilic properties of phenyl vinyl sulfone and trans-1-(phenylsulfonyl)-2-(trimethylsilyl)ethylene. Their utilization as synthons for ethylene, 1-alkenes, acetylene, and monosubstituted alkynes in the construction of functionalized six-membered rings via [4 + 2] .pi. cycloaddition methodology

  摘要：

  DOI：

  10.1021/jo00173a039

文献信息

• Silicon in organic synthesis. 12. -1-benzenesulfonyl-2-(trimethylsilyl)ethylene, a Diels-Alder dienophile equivalent of acetylene and monosubstituted acetylenes
  作者：Leo A. Paquette、Richard V. Williams

  DOI：10.1016/s0040-4039(01)83002-1

  日期：1981.1
• Kinetic and thermodynamic control in the formation of stereoisomeric 1:1 (4π+ 2π) thermal cycloadducts of furans with hexachloronorbornadienes
  作者：Kenneth Mackenzie、Edward C. Gravett、Judith A. K. Howard、K. Brian Astin、Andrew M. Tomlins

  DOI：10.1039/p29960001233

  日期：——

  The thermally, relatively stable, main product of the reaction of furan with dienophile 5a has been found to belong unambiguously to the endo-exo series of stereoisomeric adducts analogous to aldrin (endo-exo-3,4,5,6,11,11-hexachlorotetracyclo[6.2.1.1(3.6).0(2.7)]dodeca-4,9-diene) 8. Also, the endo-endo isomeric adduct 16 has been found to comprise a minor component of the total products, In similar reactions of 2-methyl-, 2-ethyl- and 2,5-dimethyl-furan with Sa, it is shown that the respective endo-endo adducts 21, 23 and 25 are important reaction products and that the thermally unstable endo-endo adduct 25 predominates (greater than or equal to 6:1) over its endo-exo isomer 26 in the early phases of reaction, its abundance falling with heating time. The reactions of especially the alkylated furans with 5a provide useful sources of compounds ('oxaisodrins') having the skeletal features of isodrin endo-endo-3,4,5,6,11,11-hexachlorotetracyclo[6.2.1.1(3.6).0(2.7)]dodeca-4,9-diene 1 otherwise not easily accessible.