1-(4-(3-{4-(1,2-dicarba-closo-dodecaboran(12)-1-ylmethoxy)phenyl}-4,5-dihydroisoxazol-5-yl)butyl)-2-nitroimidazole | 143334-77-4

• 英文名称: 1-(4-(3-{4-(1,2-dicarba-closo-dodecaboran(12)-1-ylmethoxy)phenyl}-4,5-dihydroisoxazol-5-yl)butyl)-2-nitroimidazole
• CAS: 143334-77-4
• 化学式: C₁₉H₃₀B₁₀N₄O₄
• 分子量: 486.582
• InChiKey: CWQUTVSDPJWGIR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  1-{4-(hydroxyiminomethyl)phenoxymethyl}-1,2-dicarba-closo-dodecaborane(12) 、 1-(CHCH(CH2)4)-2-nitroimidazole 在 NaOCl 、 H₂O 作用下， 以 二氯甲烷 为溶剂， 以57%的产率得到1-(4-(3-{4-(1,2-dicarba-closo-dodecaboran(12)-1-ylmethoxy)phenyl}-4,5-dihydroisoxazol-5-yl)butyl)-2-nitroimidazole
  参考文献：
  名称：

  Tumour-targetted boranes. Part 2. Coupling of closo-carboranes to substituted 2-nitroimidazoles via 1,3-dipolar cycloaddition

  摘要：

  Carboranes targetted to specific tumour tissues are important for boron neutron capture therapy of cancer. Direct syntheses of carboranes linked to 2-nitroimidazole were unsuccessful. A mild procedure for 1,3-dipolar cycloaddition of 4-(carboranylmethoxy)benzonitrile N-oxide 32 with a nitroimidazolyl-alkene 27 and with nitroimidazolyl-alkynes 3 and 30 has been developed. using a series of model reactions, yielding a dihydroisoxazole 28 and the isoxazoles 29 and31. respectively. The nitrile oxide 32 is unusually stable. Dithioacetals are shown to be suitable protecting groups for aromatic aldehydes under the vigorous reductive and Lewis acidic-basic conditions,of carborane formation. 6-Methoxy-4H-[1]benzopyrano[4,3-c]isoxazole 16 been synthesised by intramolecular 1,3-dipolar cycloaddition. The structure of-the isoxazole derivative 29 has been confirmed by an X-ray crystal structure analysis.

  DOI：

  10.1039/p19940000203