2,5-diacetamidoadamantane

• 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: 2,5-diacetamidoadamantane
• 英文别名: N-[4-(Acetylamino)tricyclo[3.3.1.1[3,7]]dec-1-yl]acetamide；N-(5-acetamido-2-adamantyl)acetamide
• 化学式: C₁₄H₂₂N₂O₂
• 分子量: 250.341
• InChiKey: MQABEBZUIRAXIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-金刚烷醇 在 硫酸 、 水 、 硝酸 作用下， 反应 0.25h， 生成 2,5-diacetamido-7-hydroxyadamantane 、 2,5-diacetamidoadamantane
  参考文献：
  名称：

  Synthesis of Substituted Bridged Carboxylic Acids of the Adamantane Series

  摘要：

  A number of new 1,3,6- and 1,4,4-tri- and 1,3,6,6-tetrasubstituted polyfunctional derivatives were synthesized starting from bridged carboxylic acids of the adamantane series. The reactions were carried out in acidic media. A number of new amino acids were synthesized from 1-acetylamino- and 1,3-diacetylamino derivatives. The synthesized compounds can be considered as a molecular platform for the synthesis of new polymeric materials.

  DOI：

  10.1134/s1070428020080102

文献信息

• Synthetic Approaches to Physiologically Active Polycyclic Compounds: III. Ritter Reaction with Ketones of the Adamantane and Oxahomoadamantane Series
  作者：N. V. Averina、G. S. Borisova、O. N. Zefirova、E. V. Selyunina、N. V. Zyk、N. S. Zefirov

  DOI：10.1023/b:rujo.0000036069.44467.04

  日期：2004.4

  Some previously unknown acetamino derivatives were synthesized by the Ritter reaction from ketones of the adamantane and oxahomoadamantane series. The presence of a hydroxy group as substituent in adamantan-2-one gives rise to formation of acetamino derivatives as products of replacement of the hydroxy group and transformation of the carbonyl group.