[4-[3-(6,8-Dioxo-5,7-diazaspiro[3.4]octan-2-yl)propyl]phenyl]boronic acid | 254893-09-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: [4-[3-(6,8-Dioxo-5,7-diazaspiro[3.4]octan-2-yl)propyl]phenyl]boronic acid
• CAS: 254893-09-9
• 化学式: C₁₅H₁₉BN₂O₄
• 分子量: 302.138
• InChiKey: FDGZZWQOZBGGJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.32
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 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-[3-(6,8-Dioxo-5,7-diazaspiro[3.4]octan-2-yl)propyl]phenyl]boronic acid 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.67h， 以61%的产率得到1-amino-3-[3-(4-boronophenyl)propyl]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-[3-(4-boronophenyl)propyl]cyclobutanone ethylene ketal 在 盐酸 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 4.0h， 生成 [4-[3-(6,8-Dioxo-5,7-diazaspiro[3.4]octan-2-yl)propyl]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