Octanoic acid (E)-(1S,5S,9S,11S,15R,19R,21S,24S)-19-((R)-1-benzyloxy-ethyl)-11-tert-butyl-1,15-dihydroxy-23-[1-methoxycarbonyl-meth-(E)-ylidene]-2,2-dimethyl-17-oxo-6,12,18,25,26-pentaoxa-tricyclo[19.3.1.1^5,9]hexacos-3-en-24-yl ester | 218591-68-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: Octanoic acid (E)-(1S,5S,9S,11S,15R,19R,21S,24S)-19-((R)-1-benzyloxy-ethyl)-11-tert-butyl-1,15-dihydroxy-23-[1-methoxycarbonyl-meth-(E)-ylidene]-2,2-dimethyl-17-oxo-6,12,18,25,26-pentaoxa-tricyclo[19.3.1.1^5,9]hexacos-3-en-24-yl ester
• CAS: 218591-68-5
• 化学式: C₄₇H₇₂O₁₃
• 分子量: 845.081
• InChiKey: IRMDZQRVHCWOIS-FXLXRBKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.43
• 重原子数：
  60.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  165.51
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  Octanoic acid (E)-(1S,5S,9S,11S,15R,19R,21S,24S)-19-((R)-1-benzyloxy-ethyl)-11-tert-butyl-1,15-dihydroxy-23-[1-methoxycarbonyl-meth-(E)-ylidene]-2,2-dimethyl-17-oxo-6,12,18,25,26-pentaoxa-tricyclo[19.3.1.1^5,9]hexacos-3-en-24-yl ester 在 palladium dihydroxide 氢气 作用下， 以 乙酸乙酯 为溶剂， 以60%的产率得到Octanoic acid (E)-(1S,5S,9S,11S,15R,19R,21S,24S)-11-tert-butyl-1,15-dihydroxy-19-((R)-1-hydroxy-ethyl)-23-[1-methoxycarbonyl-meth-(E)-ylidene]-2,2-dimethyl-17-oxo-6,12,18,25,26-pentaoxa-tricyclo[19.3.1.1^5,9]hexacos-3-en-24-yl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of fully synthetic bryostatin analogues

  摘要：

  The first members of a new class of designed bryostatin analogues are synthesized using a novel, convergent macrotransacetalization strategy. These simplified analogues, lacking the A-ring of bryostatin 1 and possessing a simplified B-ring, exhibit significant protein kinase C binding affinities and growth inhibitory activities against several human cancer cell lines. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01955-8
• 作为产物：
  描述：

  [(2S,3S,4E,6S)-2-hydroxy-6-[(2R,3R)-2-hydroxy-3-phenylmethoxybutyl]-4-(2-methoxy-2-oxoethylidene)-2-[(E)-2-methyl-5-oxopent-3-en-2-yl]oxan-3-yl] octanoate 在 4-二甲氨基吡啶 、 amberlyst-15 resin 、 2,4,6-三氯苯甲酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 Octanoic acid (E)-(1S,5S,9S,11S,15R,19R,21S,24S)-19-((R)-1-benzyloxy-ethyl)-11-tert-butyl-1,15-dihydroxy-23-[1-methoxycarbonyl-meth-(E)-ylidene]-2,2-dimethyl-17-oxo-6,12,18,25,26-pentaoxa-tricyclo[19.3.1.1^5,9]hexacos-3-en-24-yl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of fully synthetic bryostatin analogues

  摘要：

  The first members of a new class of designed bryostatin analogues are synthesized using a novel, convergent macrotransacetalization strategy. These simplified analogues, lacking the A-ring of bryostatin 1 and possessing a simplified B-ring, exhibit significant protein kinase C binding affinities and growth inhibitory activities against several human cancer cell lines. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01955-8