1-<amino>carbonyl>adamantane | 136586-90-8

• 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>carbonyl>adamantane
• 英文别名: N-Tris(hydroxymethyl)methyl-1-adamantanecarboxamide；N-[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]adamantane-1-carboxamide
• CAS: 136586-90-8
• 化学式: C₁₅H₂₅NO₄
• 分子量: 283.368
• InChiKey: OCCQKLKGLOYCRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  89.8
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  金刚烷酰氯 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 生成 1-<amino>carbonyl>adamantane
  参考文献：
  名称：

  Chemistry of micelles. 18. Cascade polymers: syntheses and characterization of one-directional arborols based on adamantane

  摘要：

  Several methods for the synthesis of cascade polymers (dendritic macromolecules) on adamantane have been investigated. The synthesis of two novel, branched monomers, 4-amino-4-(3-acetoxypropyl)-1,7-diacetoxyheptane and di-tert-butyl 4-amino-4-[2-(tert-butoxycarbonyl)ethyl]heptanedioate, possessing 3-fold symmetry and branches emanating from a tetrahedral carbon branch point, is described. These monomers were reacted with a monofunctional adamantane core to evaluate the reaction efficiency, ease of purification of products, and spectral characteristics.

  DOI：

  10.1021/jo00025a038

文献信息

• One-Step Coupling of Tris(hydroxymethyl)aminomethane to Aliphatic and Aromatic Carboxylic Acids
  作者：Ignacio Villanueva、Bernadette Hernandez、Virginia Chang、Michael D. Heagy

  DOI：10.1055/s-2000-7105

  日期：——

  A convenient and general method was established to append tri-, hexa-, and nonadentate ligands about an aromatic or aliphatic core. This approach allows a variety of commercially available carboxylic acids to be transformed to their N-tris(hydroxymethyl)methylcarboxamides in one step. The selective activation of the acid functionality to form the polyhydroxylated dendritic cores has been achieved using the acyl transfer agent N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ).

  我们建立了一种便捷而通用的方法，用于在芳香族或脂肪族核心上附加三齿、六齿和非齿配体。通过这种方法，各种市售羧酸可一步转化为 N-三（羟甲基）甲基羧酰胺。通过使用酰基转移剂 N-乙氧羰基-2-乙氧基-1,2-二氢喹啉（EEDQ），可以选择性地活化酸官能团，形成多羟基树枝状核。
• Chemistry of micelles. 18. Cascade polymers: syntheses and characterization of one-directional arborols based on adamantane
  作者：George R. Newkome、Rajani K. Behera、Charles N. Moorefield、Gregory R. Baker

  DOI：10.1021/jo00025a038

  日期：1991.12

  Several methods for the synthesis of cascade polymers (dendritic macromolecules) on adamantane have been investigated. The synthesis of two novel, branched monomers, 4-amino-4-(3-acetoxypropyl)-1,7-diacetoxyheptane and di-tert-butyl 4-amino-4-[2-(tert-butoxycarbonyl)ethyl]heptanedioate, possessing 3-fold symmetry and branches emanating from a tetrahedral carbon branch point, is described. These monomers were reacted with a monofunctional adamantane core to evaluate the reaction efficiency, ease of purification of products, and spectral characteristics.