5,7-dimethyl-3-carboxymethyl-1-adamantylcarboxylic 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: 5,7-dimethyl-3-carboxymethyl-1-adamantylcarboxylic acid
• 英文别名: 5,7-dimethyl-3-carboxy-1-adamantylacetic acid；3-carboxymethyl-5,7-dimethyl-1-adamantanecarboxylic acid；3-(Carboxymethyl)-5,7-dimethyladamantane-1-carboxylic acid
• 化学式: C₁₅H₂₂O₄
• 分子量: 266.337
• InChiKey: OEKJQIHCFXVXMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,7-dimethyl-3-carboxymethyl-1-adamantylcarboxylic acid 在 manganese(IV) oxide 、 硫酸 作用下， 以93%的产率得到(3-hydroxy-5,7-dimethyladamantan-1-yl)-acetic acid
  参考文献：
  名称：

  Synthesis of hydroxy derivatives from adamantanecarboxylic acids in the system MnO2–H2SO4

  摘要：

  A convenient procedure has been developed for the synthesis of mono- and dihydric cage alcohols from adamantanecarboxylic acids and their esters using the MnO2-H2SO4 system. The reaction at elevated temperature involved both decarboxylation and decarbonylation of the initial acid or ester.

  DOI：

  10.1134/s1070428016060051
• 作为产物：
  描述：

  甲酸 、 3,5-二甲基-1-金刚烷乙酸 在 硫酸 、 硝酸 作用下， 反应 16.0h， 以91%的产率得到5,7-dimethyl-3-carboxymethyl-1-adamantylcarboxylic acid
  参考文献：
  名称：

  Synthesis of polycarboxylic acids of adamantane series

  摘要：

  Substituted 3-carboxymethyl-1-adamantanecarboxylic acids were obtained by the reaction of Koch-Haaf from the corresponding 1-adamantylacetic acids. A number of polycarboxylic acids was synthesized, containing carboxyl and carboxymethyl groups in their structure in various combinations.

  DOI：

  10.1134/s1070428015020062

文献信息

• Synthesis and antiviral activity of the hydrochlorides of alicyclic mono- and diamines
  作者：I. A. Novakov、I. A. Kulev、S. S. Radchenko、K. A. Birznieks、E. I. Boreko、G. V. Vladyko、L. V. Korobchenko

  DOI：10.1007/bf00767400

  日期：1987.4

  derivatives of the alicyclic ser~es [2, 4, 5, 7]. Antiviral preparations of the given class, such as midantane l-aminoadamantane hydrochloride and remantadine a-methyll-aminomethyladamantane hydrochloride have recently found wide application in medicine. In this connection, it was of interest to synthesize and the study the antiviral activity of the hydrochloride salts of monoand diamines of the adamantane

  大量出版物致力于研究脂环族衍生物的抗病毒活性 [2, 4, 5, 7]。给定类别的抗病毒制剂，例如盐酸米丹坦L-氨基金刚烷和盐酸金刚烷胺a-甲基1-氨基甲基金刚烷最近在医学中得到了广泛应用。在这方面，合成和研究金刚烷、1,3-二甲基金刚烷和双环[2.2.1]庚烷系列的单胺和二胺盐酸盐的抗病毒活性是很有意义的。
• Diesters of mixed carboxylic acids of the adamantane series: Synthesis, physicochemical properties, and thermo-oxidative stability
  作者：E. A. Ivleva、M. R. Baimuratov、Yu. A. Zhuravleva、Yu. N. Klimochkin、I. A. Kulikova、V. V. Pozdnyakov、N. A. Sheikina、V. A. Tyshchenko、K. B. Rudyak

  DOI：10.1134/s0965544115020127

  日期：2015.3

  The synthesis of a series of 5,7-R-3-carboxy-1-adamantylacetic acid diesters has been performed and their physicochemical and thermo-oxidative properties have been studied. The properties of these diesters have been compared with those of the adipic and sebacic diesters that are currently in wide use as plasticizers and components of various lubricants.
• One-pot synthesis of polycarboxylic acids of adamantane type
  作者：E. A. Ivleva、D. I. Gnusarev、V. A. Osyanin、Yu. N. Klimochkin

  DOI：10.1134/s107036321411036x

  日期：2014.11
• ORLINSON, B. S.;SHUVALOVA, L. G., SINTEZ HOB. POLITSIKLICH. I GETEROTSIKLICH. SOED., KUJBYSHEV,(1989) S. 64+
  作者：ORLINSON, B. S.、SHUVALOVA, L. G.

  DOI：——

  日期：——
• Synthesis of hydroxy derivatives from adamantanecarboxylic acids in the system MnO2–H2SO4
  作者：E. A. Ivleva、V. S. Gavrilova、Yu. N. Klimochkin

  DOI：10.1134/s1070428016060051

  日期：2016.6

  A convenient procedure has been developed for the synthesis of mono- and dihydric cage alcohols from adamantanecarboxylic acids and their esters using the MnO2-H2SO4 system. The reaction at elevated temperature involved both decarboxylation and decarbonylation of the initial acid or ester.