[6'-Acetyloxy-3-oxo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[2-benzofuran-1,9'-xanthene]-3'-yl] acetate | 649734-78-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: [6'-Acetyloxy-3-oxo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[2-benzofuran-1,9'-xanthene]-3'-yl] acetate
• CAS: 649734-78-1
• 化学式: C₃₀H₂₇BO₉
• 分子量: 542.35
• InChiKey: JSGUAHDUTRPEMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  40
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [6'-Acetyloxy-3-oxo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[2-benzofuran-1,9'-xanthene]-3'-yl] acetate 在 tris[(3-sulfophenyl)phosphine]palladium⁽⁰⁾ dodecasodium salt 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 3.17h， 生成 4-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)-4'-methoxy-biphenyl-3-carboxylic acid
  参考文献：
  名称：

  Microwave-assisted functionalization of bromo-fluorescein and bromorhodamine derivatives

  摘要：

  The overall goal of this project was to develop methodologies that would allow organometallic couplings of fluorescein and rhodamine derivatives. Consequently, borylation, Suzuki, and Sonogashira reactions of fragments derived from compounds 1 and 2 were investigated. Conventional and microwave heating were compared throughout the study. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.063
• 作为产物：
  描述：

  联硼酸频那醇酯 、 5-bromofluorescein diacetate 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 作用下， 以 甲苯 为溶剂， 反应 0.08h， 生成 [6'-Acetyloxy-3-oxo-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)spiro[2-benzofuran-1,9'-xanthene]-3'-yl] acetate
  参考文献：
  名称：

  Microwave-assisted functionalization of bromo-fluorescein and bromorhodamine derivatives

  摘要：

  The overall goal of this project was to develop methodologies that would allow organometallic couplings of fluorescein and rhodamine derivatives. Consequently, borylation, Suzuki, and Sonogashira reactions of fragments derived from compounds 1 and 2 were investigated. Conventional and microwave heating were compared throughout the study. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.063