2,4-Bis-benzyloxy-benzoic acid (1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl ester | 885218-46-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-Bis-benzyloxy-benzoic acid (1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl ester
• CAS: 885218-46-2
• 化学式: C₃₃H₃₈O₄
• 分子量: 498.662
• InChiKey: MJXMTGUPXQHOSG-NGCAANIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.0
• 重原子数：
  37.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2,4-Bis-benzyloxy-benzoic acid (1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 25.0 ℃ 、101.32 kPa 条件下， 反应 6.0h， 以92%的产率得到2,4-Dihydroxy-benzoic acid (1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl ester
  参考文献：
  名称：

  Chemical Analysis of Norrisolide-Induced Golgi Vesiculation

  摘要：

  The chemical origin of the norrisolide-induced irreversible Golgi vesiculation was studied using a variety of norrisolide probes. This natural product was found to bind to a receptor on the Golgi membranes using the perhydroindane core fragment as the recognition element. The acetylated gamma-lactol-gamma-lactone side chain of norrisolide is essential for the irreversible Golgi vesiculation and can be replaced by other electrophilic motifs without loss of biological function. In particular, compound 10 reproduces the cellular phenotype of the natural product.

  DOI：

  10.1021/ja058259a
• 作为产物：
  描述：

  methyl 2,4-bis(benzyloxy)benzoate 在 4-二甲氨基吡啶 、 sodium hydroxide 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 28.0h， 生成 2,4-Bis-benzyloxy-benzoic acid (1S,3aS,7aS)-4,4,7a-trimethyl-octahydro-inden-1-yl ester
  参考文献：
  名称：

  Chemical Analysis of Norrisolide-Induced Golgi Vesiculation

  摘要：

  The chemical origin of the norrisolide-induced irreversible Golgi vesiculation was studied using a variety of norrisolide probes. This natural product was found to bind to a receptor on the Golgi membranes using the perhydroindane core fragment as the recognition element. The acetylated gamma-lactol-gamma-lactone side chain of norrisolide is essential for the irreversible Golgi vesiculation and can be replaced by other electrophilic motifs without loss of biological function. In particular, compound 10 reproduces the cellular phenotype of the natural product.

  DOI：

  10.1021/ja058259a