(2E,4E)-4-(4,4-二甲基-2-戊炔-1-亚基)-2-戊烯二酸1,5-二甲酯 | 1176744-66-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: (2E,4E)-4-(4,4-二甲基-2-戊炔-1-亚基)-2-戊烯二酸1,5-二甲酯
• 英文名称: (2E,4E)-dimethyl 4-(4,4-dimethylpent-2-ynylidene)pent-2-enedioate
• 英文别名: Dimethyl (2E,4E)-4-(4,4-dimethylpent-2-yn-1-ylidene)pent-2-enedioate；dimethyl (E,4E)-4-(4,4-dimethylpent-2-ynylidene)pent-2-enedioate
• CAS: 1176744-66-3
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: DQDDYAHQEAEOHV-WSMCZHAYSA-N

物化性质

• 沸点：
  344.2±37.0 °C(Predicted)
• 密度：
  1.056±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DCM、乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2E,4E)-4-(4,4-二甲基-2-戊炔-1-亚基)-2-戊烯二酸1,5-二甲酯 在 二异丁基氢化铝 作用下， 以 正己烷 、 甲苯 为溶剂， 以85%的产率得到(2E,4E)-4-(4,4-dimethylpent-2-ynylidene)pent-2-ene-1,5-diol
  参考文献：
  名称：

  Novel stereoselective syntheses of (2E,4E)-4-(4,4-dimethylpent-2-ynylidene)-N1,N5-dimethyl-N1,N5-bis(naphthalen-1-ylmethyl)pent-2-ene-1,5-diamine

  摘要：

  We report two different synthetic approaches for the stereoselective synthesis of (2E,4E)-4-(4,4-dimethylpent-2-ynylidene)-N-1,N-5-dimethyl-N-1,N-5-bis(naphthalen-1-ylmethyl)pent-2-ene-1,5-diamine important impurity-reference standard for the chemical characterization of terbinafine. The diamine 1 was obtained in only six steps with a good overall yield starting from commercially available glutaconic acid. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.095
• 作为产物：
  描述：

  甲醇 、 (2E,4E)-di-tert-butyl 4-(4,4-dimethylpent-2-ynylidene)pent-2-enedioate 在 硫酸 作用下， 反应 28.0h， 以95%的产率得到(2E,4E)-4-(4,4-二甲基-2-戊炔-1-亚基)-2-戊烯二酸1,5-二甲酯
  参考文献：
  名称：

  Novel stereoselective syntheses of (2E,4E)-4-(4,4-dimethylpent-2-ynylidene)-N1,N5-dimethyl-N1,N5-bis(naphthalen-1-ylmethyl)pent-2-ene-1,5-diamine

  摘要：

  We report two different synthetic approaches for the stereoselective synthesis of (2E,4E)-4-(4,4-dimethylpent-2-ynylidene)-N-1,N-5-dimethyl-N-1,N-5-bis(naphthalen-1-ylmethyl)pent-2-ene-1,5-diamine important impurity-reference standard for the chemical characterization of terbinafine. The diamine 1 was obtained in only six steps with a good overall yield starting from commercially available glutaconic acid. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.04.095

文献信息

• Novel stereoselective syntheses of (2E,4E)-4-(4,4-dimethylpent-2-ynylidene)-N1,N5-dimethyl-N1,N5-bis(naphthalen-1-ylmethyl)pent-2-ene-1,5-diamine
  作者：Lino Colombo、Marcello Di Giacomo、Massimo Serra、Simone M. Tambini

  DOI：10.1016/j.tet.2009.04.095

  日期：2009.7

  We report two different synthetic approaches for the stereoselective synthesis of (2E,4E)-4-(4,4-dimethylpent-2-ynylidene)-N-1,N-5-dimethyl-N-1,N-5-bis(naphthalen-1-ylmethyl)pent-2-ene-1,5-diamine important impurity-reference standard for the chemical characterization of terbinafine. The diamine 1 was obtained in only six steps with a good overall yield starting from commercially available glutaconic acid. (C) 2009 Elsevier Ltd. All rights reserved.