[(1S,16R,17S,18S,19R,22S,23R,24R)-23-(hydroxymethyl)-3,14-dimethoxy-18-octacyclo[14.8.1.119,22.02,15.04,13.06,11.017,24.018,23]hexacosa-2,4,6,8,10,12,14,20-octaenyl]methanol | 169394-87-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: [(1S,16R,17S,18S,19R,22S,23R,24R)-23-(hydroxymethyl)-3,14-dimethoxy-18-octacyclo[14.8.1.119,22.02,15.04,13.06,11.017,24.018,23]hexacosa-2,4,6,8,10,12,14,20-octaenyl]methanol
• CAS: 169394-87-0
• 化学式: C₃₀H₃₀O₄
• 分子量: 454.566
• InChiKey: FUFSZXBXJYEZBY-PCATVCTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲基磺酰氯 、 [(1S,16R,17S,18S,19R,22S,23R,24R)-23-(hydroxymethyl)-3,14-dimethoxy-18-octacyclo[14.8.1.119,22.02,15.04,13.06,11.017,24.018,23]hexacosa-2,4,6,8,10,12,14,20-octaenyl]methanol 在 吡啶 作用下， 以93%的产率得到[(1R,16S,17R,18R,19S,22R,23S,24S)-3,14-dimethoxy-23-(methylsulfonyloxymethyl)-18-octacyclo[14.8.1.119,22.02,15.04,13.06,11.017,24.018,23]hexacosa-2,4,6,8,10,12,14,20-octaenyl]methyl methanesulfonate
  参考文献：
  名称：

  Syntheses of Rigid and Semirigid Molecules for Investigations of Photoinduced Electron Transfer Reactions

  摘要：

  Investigations of electron transfer reactions in donor-spacer-acceptor (DSA) molecules posessing small numbers of reactive conformations have significantly increased understanding of factors that control transfer rate constants. The syntheses of polynorbornane-based DSA molecules 12, 16, 20, 26, 30, and 34 and heptacyclotetradecane-based DSA molecules 40, 47, 51, and 60 are described. These molecules have been used to explore the effects of electronic symmetry, solvent electronic structure, and temperature on photoinduced electron transfer reactions.

  DOI：

  10.1021/jo00118a023
• 作为产物：
  描述：

  dimethyl (1R,16S,17R,18R,19S,22R,23S,24S)-3,14-dimethoxyoctacyclo[14.8.1.119,22.02,15.04,13.06,11.017,24.018,23]hexacosa-2,4,6,8,10,12,14,20-octaene-18,23-dicarboxylate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 1.0h， 以96%的产率得到[(1S,16R,17S,18S,19R,22S,23R,24R)-23-(hydroxymethyl)-3,14-dimethoxy-18-octacyclo[14.8.1.119,22.02,15.04,13.06,11.017,24.018,23]hexacosa-2,4,6,8,10,12,14,20-octaenyl]methanol
  参考文献：
  名称：

  Syntheses of Rigid and Semirigid Molecules for Investigations of Photoinduced Electron Transfer Reactions

  摘要：

  Investigations of electron transfer reactions in donor-spacer-acceptor (DSA) molecules posessing small numbers of reactive conformations have significantly increased understanding of factors that control transfer rate constants. The syntheses of polynorbornane-based DSA molecules 12, 16, 20, 26, 30, and 34 and heptacyclotetradecane-based DSA molecules 40, 47, 51, and 60 are described. These molecules have been used to explore the effects of electronic symmetry, solvent electronic structure, and temperature on photoinduced electron transfer reactions.

  DOI：

  10.1021/jo00118a023