(1R,2S,3S,4R,7R,8R,11R,12R,15R,16R)-11,12-bis(3,4-dimethoxybenzoyl)-7,16,19,19,20,20-hexamethyl-9,14-dioxapentacyclo[14.2.1.14,7.02,15.03,8]icosane-10,13-dione | 620945-83-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2S,3S,4R,7R,8R,11R,12R,15R,16R)-11,12-bis(3,4-dimethoxybenzoyl)-7,16,19,19,20,20-hexamethyl-9,14-dioxapentacyclo[14.2.1.14,7.02,15.03,8]icosane-10,13-dione
• CAS: 620945-83-7
• 化学式: C₄₂H₅₂O₁₀
• 分子量: 716.869
• InChiKey: MDLPUMSWISYRQW-RCFMWBDVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  52
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (1R,2S,3S,4R,7R,8R,11R,12R,15R,16R)-11,12-bis(3,4-dimethoxybenzoyl)-7,16,19,19,20,20-hexamethyl-9,14-dioxapentacyclo[14.2.1.14,7.02,15.03,8]icosane-10,13-dione 在 lithium aluminium tetrahydride 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 18.0h， 生成 桉脂素
  参考文献：
  名称：

  Stereoselective intramolecular coupling of diaroylacetates of (1R,1′R)-exo,exo′-3,3′-biisoborneol by oxidation with Br2

  摘要：

  The oxidative coupling of diaroylacetate derivatives prepared from (1R, 1'R)-exo,exo'-3,3'-biisoborneol with NaH-Br-2 gave the corresponding intramolecularly coupled products stereoselectively. The major (R,R)-isomers thus obtained were transformed to (-)-Sesamin and (-)-Eudesmin. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00572-x
• 作为产物：
  描述：

  (1R,1'R)-exo,exo'-3,3'-biisoborneol 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 生成 (1R,2S,3S,4R,7R,8R,11R,12R,15R,16R)-11,12-bis(3,4-dimethoxybenzoyl)-7,16,19,19,20,20-hexamethyl-9,14-dioxapentacyclo[14.2.1.14,7.02,15.03,8]icosane-10,13-dione
  参考文献：
  名称：

  Stereoselective intramolecular coupling of diaroylacetates of (1R,1′R)-exo,exo′-3,3′-biisoborneol by oxidation with Br2

  摘要：

  The oxidative coupling of diaroylacetate derivatives prepared from (1R, 1'R)-exo,exo'-3,3'-biisoborneol with NaH-Br-2 gave the corresponding intramolecularly coupled products stereoselectively. The major (R,R)-isomers thus obtained were transformed to (-)-Sesamin and (-)-Eudesmin. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00572-x

文献信息

• Stereoselective intramolecular coupling of diaroylacetates of (1R,1′R)-exo,exo′-3,3′-biisoborneol by oxidation with Br2
  作者：Naoki Kise、Azumi Fujimoto、Noriaki Moriyama、Nasuo Ueda

  DOI：10.1016/s0957-4166(03)00572-x

  日期：2003.9

  The oxidative coupling of diaroylacetate derivatives prepared from (1R, 1'R)-exo,exo'-3,3'-biisoborneol with NaH-Br-2 gave the corresponding intramolecularly coupled products stereoselectively. The major (R,R)-isomers thus obtained were transformed to (-)-Sesamin and (-)-Eudesmin. (C) 2003 Elsevier Ltd. All rights reserved.