Methyl 2-(benzylideneamino)-2-phenylpent-4-enoate | 873206-07-6

• 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: Methyl 2-(benzylideneamino)-2-phenylpent-4-enoate
• CAS: 873206-07-6
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.365
• InChiKey: DMRFLOYYNFFORQ-UHFFFAOYSA-N

物化性质

• 沸点：
  384.5±42.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 2-(benzylideneamino)-2-phenylpent-4-enoate 在 盐酸 、 水 作用下， 以 乙酸乙酯 为溶剂， 反应 1.0h， 以64%的产率得到2-allyl-2-phenylglycine methyl ester
  参考文献：
  名称：

  Bicyclic cyanothiazolidines as novel dipeptidyl peptidase 4 inhibitors

  摘要：

  The synthesis and biochemical evaluation of novel cyanothiazolidine inhibitors of dipeptidyl peptidase 4 (DPP4) is described. Their main structural feature is a constrained bicyclic core that prevents the intramolecular formation of inactive cyclic species. The inhibitors show good to moderate biochemical potency against DPP4 and display distinct selectivity profiles towards DPP7, DPP8 and DPP9 depending on their substitution. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.048
• 作为产物：
  描述：

  (benzylidene-amino)-phenyl-acetic acid methyl ester 、 3-溴丙烯 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 Methyl 2-(benzylideneamino)-2-phenylpent-4-enoate
  参考文献：
  名称：

  Bicyclic cyanothiazolidines as novel dipeptidyl peptidase 4 inhibitors

  摘要：

  The synthesis and biochemical evaluation of novel cyanothiazolidine inhibitors of dipeptidyl peptidase 4 (DPP4) is described. Their main structural feature is a constrained bicyclic core that prevents the intramolecular formation of inactive cyclic species. The inhibitors show good to moderate biochemical potency against DPP4 and display distinct selectivity profiles towards DPP7, DPP8 and DPP9 depending on their substitution. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.048

文献信息

• Bicyclic cyanothiazolidines as novel dipeptidyl peptidase 4 inhibitors
  作者：Juan M. Betancort、David T. Winn、Ruzhang Liu、Quansheng Xu、Junjuan Liu、Wensheng Liao、Shu-Hui Chen、David Carney、Denise Hanway、James Schmeits、Xinqiang Li、Eric Gordon、David A. Campbell

  DOI：10.1016/j.bmcl.2009.05.048

  日期：2009.8

  The synthesis and biochemical evaluation of novel cyanothiazolidine inhibitors of dipeptidyl peptidase 4 (DPP4) is described. Their main structural feature is a constrained bicyclic core that prevents the intramolecular formation of inactive cyclic species. The inhibitors show good to moderate biochemical potency against DPP4 and display distinct selectivity profiles towards DPP7, DPP8 and DPP9 depending on their substitution. (C) 2009 Elsevier Ltd. All rights reserved.