[(3aR,4R,5R,5aS,6S,8S,9aR,10aS)-4,5,6-triacetyloxy-3,5a-dimethyl-9-methylidene-3a-prop-1-en-2-yl-4,5,6,7,8,9a,10,10a-octahydro-1H-benzo[f]azulen-8-yl] 4-chlorobenzoate | 1221188-71-1

• 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: [(3aR,4R,5R,5aS,6S,8S,9aR,10aS)-4,5,6-triacetyloxy-3,5a-dimethyl-9-methylidene-3a-prop-1-en-2-yl-4,5,6,7,8,9a,10,10a-octahydro-1H-benzo[f]azulen-8-yl] 4-chlorobenzoate
• CAS: 1221188-71-1
• 化学式: C₃₃H₃₉ClO₈
• 分子量: 599.121
• InChiKey: VCIVDVKNLONFMP-PBRVVLANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  42
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  [(1R,3R,5S,7S,8S,9R,10R,13S)-7,9,10,13-tetraacetyloxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] 4-chlorobenzoate 在 三氟化硼乙醚 作用下， 以 1,4-二氧六环 为溶剂， 以50%的产率得到[(3aR,4R,5R,5aS,6S,8S,9aR,10aS)-4,5,6-triacetyloxy-3,5a-dimethyl-9-methylidene-3a-prop-1-en-2-yl-4,5,6,7,8,9a,10,10a-octahydro-1H-benzo[f]azulen-8-yl] 4-chlorobenzoate
  参考文献：
  名称：

  An Unprecedented Biogenetic-Type Chemical Synthesis of 1(15→11) Abeotaxanes from Normal Taxanes

  摘要：

  A one-pot chemical process using BF(3)center dot Et(2)O for the synthesis of a new class of 1(15 -> 11) abeotaxanes from normal taxanes has been developed. The chemical structures of rearranged 1(15 -> 11) abeotaxane were established by extensive 2D NMR spectroscopic data.

  DOI：

  10.1021/np900722j