1,4-Bis-benzyloxy-2-[(2E,6E)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6-dienyl]-benzene | 714956-89-5

• 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: 1,4-Bis-benzyloxy-2-[(2E,6E)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6-dienyl]-benzene
• CAS: 714956-89-5
• 化学式: C₄₀H₅₀O₂
• 分子量: 562.836
• InChiKey: KMSPOPGBBCZVNT-FZLSXKSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.37
• 重原子数：
  42.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,4-Bis-benzyloxy-2-[(2E,6E)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6-dienyl]-benzene 在 lithium aluminium tetrahydride 、 nickel dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 11.0h， 以83%的产率得到jaspaquinol
  参考文献：
  名称：

  Synthesis of jaspaquinol and effect on viability of normal and malignant bladder epithelial cell lines

  摘要：

  The synthesis of jaspaquinol 1, a monocyclic diterpene-benzenoid, is reported. Two synthetic routes to this natural product have been developed. The first, utilises a difunctional terpene derivative containing different leaving groups, facilitating the selective introduction of the cyclohexenyl and benzenoid fragments. The alternative route employs a regiospecific Stille cross-coupling reaction to introduce the cyclohexenyl fragment, which occurs without allylic transposition. Preliminary data shows the cell viability of 1 against normal and malignant human bladder epithelial cell lines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.055
• 作为产物：
  描述：

  (2E,6E)-3-methyl-7-((tetrahydro-2H-pyran-2-yloxy)methyl)octa-2,6-dienyl acetate 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 N-氯代丁二酰亚胺 、 二甲基硫 、 乙基溴化镁 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 1,4-Bis-benzyloxy-2-[(2E,6E)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6-dienyl]-benzene
  参考文献：
  名称：

  Synthesis of jaspaquinol and effect on viability of normal and malignant bladder epithelial cell lines

  摘要：

  The synthesis of jaspaquinol 1, a monocyclic diterpene-benzenoid, is reported. Two synthetic routes to this natural product have been developed. The first, utilises a difunctional terpene derivative containing different leaving groups, facilitating the selective introduction of the cyclohexenyl and benzenoid fragments. The alternative route employs a regiospecific Stille cross-coupling reaction to introduce the cyclohexenyl fragment, which occurs without allylic transposition. Preliminary data shows the cell viability of 1 against normal and malignant human bladder epithelial cell lines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.055