[4-[7-(6,8-Dioxo-5,7-diazaspiro[3.4]octan-2-yl)heptyl]phenyl]boronic acid | 254893-10-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: [4-[7-(6,8-Dioxo-5,7-diazaspiro[3.4]octan-2-yl)heptyl]phenyl]boronic acid
• CAS: 254893-10-2
• 化学式: C₁₉H₂₇BN₂O₄
• 分子量: 358.245
• InChiKey: CETLIUIUWJTNIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.24
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [4-[7-(6,8-Dioxo-5,7-diazaspiro[3.4]octan-2-yl)heptyl]phenyl]boronic acid 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.67h， 以84%的产率得到1-amino-3-[7-(4-boronophenyl)heptyl]cyclobutanecarboxylic acid
  参考文献：
  名称：

  4-Dihydroxyborylphenyl Analogues of 1-Aminocyclobutanecarboxylic Acids:  Potential Boron Neutron Capture Therapy Agents

  摘要：

  A series of 4-dihydroxyborylphenyl analogues of an unnatural alpha-amino acid, 1-aminocyclobutanecarboxylic acid (ACBC), was synthesized. Varying numbers of methylene units were introduced between the 4-boronophenyl and ACBC moieties in order to introduce different degrees of lipophilicity into the molecules. The key step in the syntheses was the preparation of the precursor p-boronophenyl-substituted cyclobutanones which were subsequently converted to the desired amino acids via the Bucherer-Strecker reaction.

  DOI：

  10.1021/jo990878c
• 作为产物：
  描述：

  3-[7-(4-Bromophenyl)heptyl]-2,2-dichlorocyclobutan-1-one 在 盐酸 、 正丁基锂 、 对甲苯磺酸 、 溶剂黄146 、 锌 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 正己烷 、 水 、 苯 为溶剂， 反应 27.5h， 生成 [4-[7-(6,8-Dioxo-5,7-diazaspiro[3.4]octan-2-yl)heptyl]phenyl]boronic acid
  参考文献：
  名称：

  4-Dihydroxyborylphenyl Analogues of 1-Aminocyclobutanecarboxylic Acids:  Potential Boron Neutron Capture Therapy Agents

  摘要：

  A series of 4-dihydroxyborylphenyl analogues of an unnatural alpha-amino acid, 1-aminocyclobutanecarboxylic acid (ACBC), was synthesized. Varying numbers of methylene units were introduced between the 4-boronophenyl and ACBC moieties in order to introduce different degrees of lipophilicity into the molecules. The key step in the syntheses was the preparation of the precursor p-boronophenyl-substituted cyclobutanones which were subsequently converted to the desired amino acids via the Bucherer-Strecker reaction.

  DOI：

  10.1021/jo990878c