N-methyl-2-aminoadamantyl-2-carboxylic acid methyl ester | 1022149-33-2

• 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: N-methyl-2-aminoadamantyl-2-carboxylic acid methyl ester
• 英文别名: Methyl 2-(methylamino)adamantane-2-carboxylate
• CAS: 1022149-33-2
• 化学式: C₁₃H₂₁NO₂
• 分子量: 223.315
• InChiKey: BUUBKZPXJZTFSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 2-氨基金刚烷-2-甲酸 以 甲醇 、 乙醚 为溶剂， 反应 0.5h， 生成 N,N-dimethyl-2-aminoadamantyl-2-carboxylic acid methyl ester 、 N-methyl-2-aminoadamantyl-2-carboxylic acid methyl ester 、 2-氨基金刚烷基-2-羧酸甲酯
  参考文献：
  名称：

  N-Methylation of adamantane-substituted oxalamide unit affects its conformational rigidity: A skew conformation of the oxalamide bridge

  摘要：

  The synthesis of adamantane functionalized retropeptides, N,N'-bis(2-adamantyl-2-carboxylic acid methyl ester)oxalamide (1) and Nmethyl-N,N'-bis(2-adamantyl-2-carboxylic acid methyl ester)oxalamide (2), as well as the influence of the N-methylation on the conformational preferences of oxalamide group are described. In the solid state the oxalamide group of I is planar while in the retropeptide 2 adopts a skew-conformation. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2007.06.024

文献信息

• N-Methylation of adamantane-substituted oxalamide unit affects its conformational rigidity: A skew conformation of the oxalamide bridge
  作者：Zoran Džolić、Renato Margeta、Marijana Vinković、Zoran Štefanić、Biserka Kojić-Prodić、Kata Mlinarić-Majerski、Mladen Žinić

  DOI：10.1016/j.molstruc.2007.06.024

  日期：2008.3

  The synthesis of adamantane functionalized retropeptides, N,N'-bis(2-adamantyl-2-carboxylic acid methyl ester)oxalamide (1) and Nmethyl-N,N'-bis(2-adamantyl-2-carboxylic acid methyl ester)oxalamide (2), as well as the influence of the N-methylation on the conformational preferences of oxalamide group are described. In the solid state the oxalamide group of I is planar while in the retropeptide 2 adopts a skew-conformation. (c) 2007 Elsevier B.V. All rights reserved.