[(1R,2R,3S,4R)-3-[(1R,2S,3R,4R)-3-[3-(1,3-benzodioxol-5-yl)-3-oxopropanoyl]oxy-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] 3-(1,3-benzodioxol-5-yl)-3-oxopropanoate | 620945-75-7

• 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,2R,3S,4R)-3-[(1R,2S,3R,4R)-3-[3-(1,3-benzodioxol-5-yl)-3-oxopropanoyl]oxy-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] 3-(1,3-benzodioxol-5-yl)-3-oxopropanoate
• CAS: 620945-75-7
• 化学式: C₄₀H₄₆O₁₀
• 分子量: 686.799
• InChiKey: HCDGUKGMMVMLSB-DUZBKZRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  50
• 可旋转键数：
  11
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.6
• 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,2R,3S,4R)-3-[(1R,2S,3R,4R)-3-[3-(1,3-benzodioxol-5-yl)-3-oxopropanoyl]oxy-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] 3-(1,3-benzodioxol-5-yl)-3-oxopropanoate 在 lithium aluminium tetrahydride 、 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 19.5h， 生成 [(1R,2R,3S,4R)-3-[(1R,2S,3R,4R)-3-[3-(3,4-dimethoxyphenyl)-3-oxopropanoyl]oxy-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] 3-(3,4-dimethoxyphenyl)-3-oxopropanoate
  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,2R,3S,4R)-3-[(1R,2S,3R,4R)-3-acetyloxy-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] acetate 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 [(1R,2R,3S,4R)-3-[(1R,2S,3R,4R)-3-[3-(1,3-benzodioxol-5-yl)-3-oxopropanoyl]oxy-4,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] 3-(1,3-benzodioxol-5-yl)-3-oxopropanoate
  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.