diethyl 4-ethylcarboxyl-2-methyleneheptan-1,7-dioate | 10080-58-7

• 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: diethyl 4-ethylcarboxyl-2-methyleneheptan-1,7-dioate
• 英文别名: Triethyl hex-5-ene-1,3,5-tricarboxylate；triethyl hex-5-ene-1,3,5-tricarboxylate
• CAS: 10080-58-7
• 化学式: C₁₅H₂₄O₆
• 分子量: 300.352
• InChiKey: FKDYOCXCEVGPIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl 4-ethylcarboxyl-2-methyleneheptan-1,7-dioate 在 lithium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 0.67h， 以93%的产率得到Hex-5-ene-1,3,5-tricarboxylic acid
  参考文献：
  名称：

  Structural Requirements of 2-Oxoglutaric Acid Analogues To Mimic Its Signaling Function

  摘要：

  A 2-oxoglutaric acid (2-OG) probe bearing a methylene group introduced at the C4 position and a vinyl group to replace the carbonyl group at the C2 position elicited characteristic affinity for NtcA, the 2-OG receptor, while maintaining the signaling function of the parent natural metabolite 2-OG. This discovery opens new perspectives in the design, synthesis, and implementation of specific 2-OG analogues as molecular probes for investigating the complex 2-OG signaling pathways.

  DOI：

  10.1021/ol401914z
• 作为产物：
  描述：

  丙烯酸乙酯 在 三(二甲胺基)膦 作用下， 以 四氢呋喃 为溶剂， 反应 40.0h， 以35%的产率得到diethyl 4-ethylcarboxyl-2-methyleneheptan-1,7-dioate
  参考文献：
  名称：

  Structural Requirements of 2-Oxoglutaric Acid Analogues To Mimic Its Signaling Function

  摘要：

  A 2-oxoglutaric acid (2-OG) probe bearing a methylene group introduced at the C4 position and a vinyl group to replace the carbonyl group at the C2 position elicited characteristic affinity for NtcA, the 2-OG receptor, while maintaining the signaling function of the parent natural metabolite 2-OG. This discovery opens new perspectives in the design, synthesis, and implementation of specific 2-OG analogues as molecular probes for investigating the complex 2-OG signaling pathways.

  DOI：

  10.1021/ol401914z

文献信息

• Hill, Jon S.; Isaacs, Neil S., Journal of Chemical Research, Miniprint, 1988, # 10, p. 2641 - 2676
  作者：Hill, Jon S.、Isaacs, Neil S.

  DOI：——

  日期：——
• Structural Requirements of 2-Oxoglutaric Acid Analogues To Mimic Its Signaling Function
  作者：Xinjun Liu、Yang Wang、Erik Laurini、Paola Posocco、Han Chen、Fabio Ziarelli、Annick Janicki、Fanqi Qu、Maurizio Fermeglia、Sabrina Pricl、Cheng-Cai Zhang、Ling Peng

  DOI：10.1021/ol401914z

  日期：2013.9.20

  A 2-oxoglutaric acid (2-OG) probe bearing a methylene group introduced at the C4 position and a vinyl group to replace the carbonyl group at the C2 position elicited characteristic affinity for NtcA, the 2-OG receptor, while maintaining the signaling function of the parent natural metabolite 2-OG. This discovery opens new perspectives in the design, synthesis, and implementation of specific 2-OG analogues as molecular probes for investigating the complex 2-OG signaling pathways.