1-amino-3-[2-(4-boronophenyl)ethyl]cyclobutanecarboxylic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-amino-3-[2-(4-boronophenyl)ethyl]cyclobutanecarboxylic acid
• 英文别名: 1-Amino-3-[2-(4-boronophenyl)ethyl]cyclobutane-1-carboxylic acid
• 化学式: C₁₃H₁₈BNO₄
• 分子量: 263.101
• InChiKey: AHYZDRGLGQFXFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.51
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  104
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-[2-(4-boronophenyl)ethyl]cyclobutanone 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 4.67h， 生成 1-amino-3-[2-(4-boronophenyl)ethyl]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

文献信息

• 4-Dihydroxyborylphenyl Analogues of 1-Aminocyclobutanecarboxylic Acids:  Potential Boron Neutron Capture Therapy Agents
  作者：Rajiv R. Srivastava、Robert R. Singhaus、George W. Kabalka

  DOI：10.1021/jo990878c

  日期：1999.11.1

  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.