(R)-2-(1-(furan-3-yl)-3-(1-methyl-1H-imidazol-2-yl)-3oxopropyl)malononitrile | 1161713-70-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-(1-(furan-3-yl)-3-(1-methyl-1H-imidazol-2-yl)-3oxopropyl)malononitrile
• 英文别名: 2-[(1R)-1-(furan-3-yl)-3-(1-methylimidazol-2-yl)-3-oxopropyl]propanedinitrile
• CAS: 1161713-70-7
• 化学式: C₁₄H₁₂N₄O₂
• 分子量: 268.275
• InChiKey: SJABVZMPSDLYAG-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  95.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (E)-3-(furan-3-yl)-1-(1-methyl-1H-imidazol-2-yl)prop-2-en-1-one 、 丙二腈 在 1-[3,5-双(三氟甲基)苯基]-3-[(1R,2R)-(-)-2-(二甲氨基)环己基]硫脲 作用下， 以 甲苯 为溶剂， 反应 64.0h， 生成 (S)-2-(1-(furan-3-yl)-3-(1-methyl-1H-imidazol-2-yl)-3oxopropyl)malononitrile 、 (R)-2-(1-(furan-3-yl)-3-(1-methyl-1H-imidazol-2-yl)-3oxopropyl)malononitrile
  参考文献：
  名称：

  Asymmetric Synthesis of 4-Substituted 2,6-Dioxopiperidine-3-carbonitrile by Using Thiourea-Catalyzed Asymmetric Michael Addition

  摘要：

  An enantioselective Michael addition of several alpha,beta-unsaturated carbonyl compounds with malononitrile catalyzed by a bifunctional thiourea is described. We also demonstrate the transformation of Michael adduct into an enantiomerically enriched functionalized piperidine.

  DOI：

  10.3987/com-08-s(d)18

文献信息

• Asymmetric Synthesis of 4-Substituted 2,6-Dioxopiperidine-3-carbonitrile by Using Thiourea-Catalyzed Asymmetric Michael Addition
  作者：Yoshiji Takemoto、Tsubasa Inokuma、Yuuki Nagamoto、Shota Sakamoto、Hideto Miyabe、Kiyosei Takasu

  DOI：10.3987/com-08-s(d)18

  日期：——

  An enantioselective Michael addition of several alpha,beta-unsaturated carbonyl compounds with malononitrile catalyzed by a bifunctional thiourea is described. We also demonstrate the transformation of Michael adduct into an enantiomerically enriched functionalized piperidine.