1-Chloro-4-(2-naphthaleneoxy)-2-butyne | 205810-79-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Chloro-4-(2-naphthaleneoxy)-2-butyne
• 英文别名: 2-[(4-Chlorobut-2-yn-1-yl)oxy]naphthalene；2-(4-chlorobut-2-ynoxy)naphthalene
• CAS: 205810-79-3
• 化学式: C₁₄H₁₁ClO
• 分子量: 230.694
• InChiKey: FZLRXBQQICAGAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-羟基-1,3-二甲基嘧啶-2,4-二酮 、 1-Chloro-4-(2-naphthaleneoxy)-2-butyne 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以82%的产率得到1,3-Dimethyl-5-(4-naphthalen-2-yloxybut-2-ynoxy)pyrimidine-2,4-dione
  参考文献：
  名称：

  Regioselective synthesis of pyrano[3,2-c]pyrimidine derivatives via a palladium-catalyzed unusual [1,3] aryloxy shift and cycloisomerization: first report of a [1,3] shift of an aryloxy group

  摘要：

  Uracil-annulated pyrano heterocycles are regioselectively synthesized in excellent yields (92-100%) via a palladium-catalyzed unusual [1,3] aryloxy shift followed by 6-endo dig cyclization and [1,3] prototropic shift. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.019

文献信息

• Acridone-Pterocarpan Conjugate: A Hybrid Molecular Probe for Recognition of Nucleic Acids
  作者：Shital K. Chattopadhyay、Ratnava Maitra、Indranil Kundu、Manoranjan Jana、Sushil K. Mandal、Anisur Rahman Khuda-Bukhsh

  DOI：10.1002/ejoc.201301007

  日期：2013.12

  binding ligands. Competitive binding assay in the presence of a classical minor groove binder shows the possibility of DNA minor groove binding by the ligand 4a. High cell viability of the prepared molecular probes was of utility for nuclear staining as well as cell cycle analysis through fluorescence-activated cell sorting (FACS).

  通过热诱导级联 sigmatropic 重排，天然存在的药效团 (pterocarpan) 与荧光团 (吖啶酮) 的化学融合导致形成结构不同的一类 DNA 结合配体。在经典小沟结合剂存在下的竞争性结合测定显示了配体 4a 与 DNA 小沟结合的可能性。制备的分子探针的高细胞活力可用于核染色以及通过荧光激活细胞分选 (FACS) 进行的细胞周期分析。
• Regioselective synthesis of pyrano[3,2-c]pyrimidine derivatives via a palladium-catalyzed unusual [1,3] aryloxy shift and cycloisomerization: first report of a [1,3] shift of an aryloxy group
  作者：K.C. Majumdar、B. Sinha、B. Chattopadhyay、K. Ray

  DOI：10.1016/j.tetlet.2008.05.019

  日期：2008.7

  Uracil-annulated pyrano heterocycles are regioselectively synthesized in excellent yields (92-100%) via a palladium-catalyzed unusual [1,3] aryloxy shift followed by 6-endo dig cyclization and [1,3] prototropic shift. (C) 2008 Elsevier Ltd. All rights reserved.