2,4-dibenzylglutaric acid | 105129-13-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2,4-dibenzylglutaric acid
• 英文别名: 2,4-Dibenzylpentanedioic acid
• CAS: 105129-13-3
• 化学式: C₁₉H₂₀O₄
• 分子量: 312.365
• InChiKey: MOARNHYQPSZZJV-UHFFFAOYSA-N

物化性质

• 熔点：
  129-142 °C(Solv: ethyl ether (60-29-7); pentane (109-66-0))
• 沸点：
  501.8±50.0 °C(Predicted)
• 密度：
  1.222±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  2,4-dibenzylglutaric acid 在 吡啶 、 水 、 乙酸酐 、 三乙胺 、 乙酰氯 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 甲苯 为溶剂， 反应 20.25h， 生成 N-<(S,S)-2,4-dibenzyl-4-carboxybutyryl>-(S)-leucine
  参考文献：
  名称：

  Enkephalinase inhibitors. 1. 2,4-Dibenzylglutaric acid derivatives

  摘要：

  The synthesis of two new series of dicarboxylic acid dipeptides and two sulfhydryl-containing inhibitors are described. The in vitro enkephalinase inhibition data and some in vivo analgesic data are presented for these compounds. For the dibenzylglutaric acid series structure-activity relationships and in vivo analgesic activity are discussed. The reverse amides, i.e., 4-amino-2,4-dibenzylbutyric acid derivatives, are also discussed. Two sulfhydryl-containing inhibitors showed good in vivo potency in the mouse jump-latency hot-plate test after peripheral administration at moderate low doses.

  DOI：

  10.1021/jm00132a005
• 作为产物：
  描述：

  (S,S)-2,4-dibenzylglutaric anhydride 在 水 作用下， 以 1,4-二氧六环 为溶剂， 生成 2,4-dibenzylglutaric acid
  参考文献：
  名称：

  Enkephalinase inhibitors. 1. 2,4-Dibenzylglutaric acid derivatives

  摘要：

  The synthesis of two new series of dicarboxylic acid dipeptides and two sulfhydryl-containing inhibitors are described. The in vitro enkephalinase inhibition data and some in vivo analgesic data are presented for these compounds. For the dibenzylglutaric acid series structure-activity relationships and in vivo analgesic activity are discussed. The reverse amides, i.e., 4-amino-2,4-dibenzylbutyric acid derivatives, are also discussed. Two sulfhydryl-containing inhibitors showed good in vivo potency in the mouse jump-latency hot-plate test after peripheral administration at moderate low doses.

  DOI：

  10.1021/jm00132a005

文献信息

• Unprecedented formation of stable ketene-N,O-acetals and their rearrangement under basic conditions
  作者：Matthias Breuning、Tobias Häuser

  DOI：10.1016/j.tet.2006.11.033

  日期：2007.1

  e-N,O-acetals in good to excellent yields. These compounds, which are stable to moisture and chromatography on silica gel, underwent an unprecedented rearrangement to cyclic enamides under stronger basic conditions. A mechanism for this rearrangement is proposed.

  在三乙胺的存在下，用苄基亚磺酸乙酯盐酸盐处理2,4-二取代的戊二酰二氯没有得到预期的双（酰基苯并咪唑酸酯），但提供的O-酰基-N-乙氧基苄叉基-烯酮-N，O-缩醛优异的产量。这些化合物对水分和硅胶色谱稳定，在更强的碱性条件下经历了前所未有的重排，形成环状酰胺。提出了用于这种重排的机制。
• Certain N-substituted butyramide derivatives
  申请人：CIBA-GEIGY AG

  公开号：EP0225292A2

  公开（公告）日：1987-06-10

  Butyramide derivatives of the formula I wherein the variables A, X, Y, R and Ro are as defined in the specification, possess valuable pharmacological properties, especially as analgesics and antihypertensives. They are prepared by methods known per se.

  式 I 的丁酰胺衍生物 其中变量 A、X、Y、R 和 Ro 如说明书中所定义，具有重要的药理特性，尤其是镇痛和降压作用。它们是通过本身已知的方法制备的。
• Dianions derived from glutarimide, 3,5-morpholinedione, and 3,5-thiomorpholinedione as useful new synthetic intermediates
  作者：James F. Wolfe、Tommie Gene Rogers

  DOI：10.1021/jo00836a003

  日期：1970.11
• Eberson, Acta Chemica Scandinavica (1947), 1958, vol. 12, p. 314,321
  作者：Eberson

  DOI：——

  日期：——
• KSANDER, GARY M.;DIEFENBACHER, CLIVE G.;YUAN, ANDREW M.;CLARK, F.;SAKANE,+, J. MED. CHEM., 32,(1989) N2, C. 2519-2526
  作者：KSANDER, GARY M.、DIEFENBACHER, CLIVE G.、YUAN, ANDREW M.、CLARK, F.、SAKANE,+

  DOI：——

  日期：——