dimethyl (1α,2β,3α,14α,15β,16α,17α,30α)-5,12-dimethoxy-28-oxanonacyclo[14.12.1.1^3,14.1^18,22.0^2,15.0^4,13.0^6,11.0^17,30.0^25,30]hentriaconta-4,6,8,10,12,18,20,22,24,26(30)-decaene-1,16-dicarboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: dimethyl (1α,2β,3α,14α,15β,16α,17α,30α)-5,12-dimethoxy-28-oxanonacyclo[14.12.1.1^3,14.1^18,22.0^2,15.0^4,13.0^6,11.0^17,30.0^25,30]hentriaconta-4,6,8,10,12,18,20,22,24,26(30)-decaene-1,16-dicarboxylate
• 英文别名: dimethyl (1R,2R,3S,14R,15S,16S,17R,27S)-5,12-dimethoxy-28-oxanonacyclo[14.11.1.13,14.118,22.02,15.04,13.06,11.017,27.026,29]triaconta-4,6,8,10,12,18,20,22(29),23,25-decaene-1,16-dicarboxylate
• 化学式: C₃₅H₃₀O₇
• 分子量: 562.619
• InChiKey: FLUNRRZJGMVQFU-GVDPJAODSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  80.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  dimethyl (1S,12R,13S,14R,16S,17R)-3,10-dimethoxy-15-oxahexacyclo[10.5.1.02,11.04,9.013,17.014,16]octadeca-2,4,6,8,10-pentaene-14,16-dicarboxylate 、 苊烯 以 丙酮 为溶剂， 以34%的产率得到dimethyl (1α,2β,3α,14α,15β,16α,17α,30α)-5,12-dimethoxy-28-oxanonacyclo[14.12.1.1^3,14.1^18,22.0^2,15.0^4,13.0^6,11.0^17,30.0^25,30]hentriaconta-4,6,8,10,12,18,20,22,24,26(30)-decaene-1,16-dicarboxylate
  参考文献：
  名称：

  Photochemical Cycloaddition Reagents for Rigidly Attaching the 1,4-Dimethoxynaphthalene Chromophore to Scaffold Alkenes

  摘要：

  The norbornanecyclobutene epoxides 1a-1c containing a fused 1,4-dimethoxynaphthalene chromophore have been reacted with cyclobutenes, cyclohexenes, norbornenes, 7-isopropylidenenorbornenes, 7-azanorbornenes, and other cyclic or electron-deficient alkenes at room temperature to form 1:1 adducts in stereoselective 1,3-dipolar cycloaddition reactions; alkynes can also participate in this reaction, The ability to form 2:1 adducts has also been demonstrated, thereby opening up opportunities for preparing functionalized products with large chromophore separations.

  DOI：

  10.1021/ol006571d

文献信息

• The Synthesis of Rigid Chromophore–Spacer–Chromophore Dyads and Three-Armed Triads by the 1,3-Dipolar Reaction of Cyclobutene Epoxides with Aromatic Dipolarophiles
  作者：Davor Margetić、Douglas Butler、Ronald Warrener

  DOI：10.1055/s-0033-1340305

  日期：——

  dipolarophiles with ring-fused cyclobutene epoxides (CEs) in the 1,3-dipolar cycloaddition protocol to form 1:1 cycloadducts. The dihydroforms of the PAH chromophores contained in the rigid alicyclic scaffold were dehydrogenated to regenerate the original PAH chromophore and constituted a new route to rigid chromophore-nσ-PAH dyads separated by an alicyclic scaffold. The anthracene 1:1 adduct derived from the

  摘要 在1,3-偶极环加成方案中，一系列多环芳烃（PAHs）或它们的氮杂衍生物作为双极性亲和剂与环稠合的环丁烯环氧化物（CE）反应形成1：1环加合物。刚性脂环式支架中包含的PAH生色团的二氢型被脱氢以再生原始PAH生色团，并构成了由脂环式支架分离的刚性生色团-nσ-PAH二元体的新途径。将与含5,8-二甲氧基萘的CE反应生成的蒽1：1加合物进行第二次反应，生成立体异构的三臂三联体，其中萘生色团牢固地连接到支架上。两种方法用于生成参与环加成过程的初始环状1,3-偶极中间体。 在1,3-偶极环加成方案中，一系列多环芳烃（PAHs）或它们的氮杂衍生物作为双极性亲和剂与环稠合的环丁烯环氧化物（CE）反应形成1：1环加合物。刚性脂环式支架中包含的PAH生色团的二氢型被脱氢以再生原始PAH生色团，并构成了由脂环式支架分离的刚性生色团-nσ-PAH二元体的新途径。将与含5,8-二甲氧基萘的CE反应生成的
• Photochemical Cycloaddition Reagents for Rigidly Attaching the 1,4-Dimethoxynaphthalene Chromophore to Scaffold Alkenes
  作者：Davor Margetic、Richard A. Russell、Ronald N. Warrener

  DOI：10.1021/ol006571d

  日期：2000.12.1

  The norbornanecyclobutene epoxides 1a-1c containing a fused 1,4-dimethoxynaphthalene chromophore have been reacted with cyclobutenes, cyclohexenes, norbornenes, 7-isopropylidenenorbornenes, 7-azanorbornenes, and other cyclic or electron-deficient alkenes at room temperature to form 1:1 adducts in stereoselective 1,3-dipolar cycloaddition reactions; alkynes can also participate in this reaction, The ability to form 2:1 adducts has also been demonstrated, thereby opening up opportunities for preparing functionalized products with large chromophore separations.