2-[(E)-2-{(3E)-2-氯-3-[(2Z)-2-(3-乙基萘并[2,1-d][1,3]恶唑-2(3H)-亚基)亚乙基]-1-环己烯-1-基}乙烯基]-3-乙基萘并[2,1-d][1,3]恶唑-3-鎓碘化物

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-[(E)-2-{(3E)-2-氯-3-[(2Z)-2-(3-乙基萘并[2,1-d][1,3]恶唑-2(3H)-亚基)亚乙基]-1-环己烯-1-基}乙烯基]-3-乙基萘并[2,1-d][1,3]恶唑-3-鎓碘化物
• 英文名称: 2-((E)-2-{2-Chloro-3-[2-[3-ethyl-3H-1-oxa-3-aza-cyclopenta[a]naphthalen-(2Z)-ylidene]-eth-(E)-ylidene]-cyclohex-1-enyl}-vinyl)-3-ethyl-1-oxa-3-azonia-cyclopenta[a]naphthalene; iodide
• 英文别名: (2E)-2-[(2Z)-2-[2-chloro-3-[(E)-2-(3-ethylbenzo[g][1,3]benzoxazol-3-ium-2-yl)ethenyl]cyclohex-2-en-1-ylidene]ethylidene]-3-ethylbenzo[g][1,3]benzoxazole;iodide
• 化学式: C₃₆H₃₂ClN₂O₂*I
• 分子量: 687.02
• InChiKey: VSIDFUNWCFAQIA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.43
• 重原子数：
  42
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-Methyl-α-naphthoxazol-ethojodid 、 (E)-2-chloro-3-(hydroxymethylene)cyclohex-1-ene-1-carbaldehyde 以 正丁醇 、 苯 为溶剂， 反应 2.0h， 以75%的产率得到2-[(E)-2-{(3E)-2-氯-3-[(2Z)-2-(3-乙基萘并[2,1-d][1,3]恶唑-2(3H)-亚基)亚乙基]-1-环己烯-1-基}乙烯基]-3-乙基萘并[2,1-d][1,3]恶唑-3-鎓碘化物
  参考文献：
  名称：

  A New Method for the Synthesis of Heptamethine Cyanine Dyes: Synthesis of New Near-Infrared Fluorescent Labels

  摘要：

  A new uncatalyzed synthesis of heptamethine cyanine dyes is described. The reaction involves heating a mixture of N-alkyl-substituted quaternary salts derived from 2,3,3-trimethylindole or 2,3,3-trimethylbenzindole and 2-chloro-1-formyl-3-(hydroxymethylene)cyclohex-1-ene to reflux in a mixture of 1-butanol and benzene (7:3) as solvent. No catalyst is used, and water is removed as an azeotrope. The resulting chloro compounds possess strong absorption and fluorescence properties in the near-infrared region and are converted to dyes bearing reactive functionalities such as hydroxy and isothiocyanate groups useful as fluorescent tags for nucleic acids and proteins. Several symmetric and nonsymmetric dyes have been synthesized in high yields.

  DOI：

  10.1021/jo00113a018