(R)-N-benzyl-4,4-dicyano-3-(furan-3-yl)butyramide | 1161713-76-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (R)-N-benzyl-4,4-dicyano-3-(furan-3-yl)butyramide
• 英文别名: (3R)-N-benzyl-4,4-dicyano-3-(furan-3-yl)butanamide
• CAS: 1161713-76-3
• 化学式: C₁₇H₁₅N₃O₂
• 分子量: 293.325
• InChiKey: YCHONBNSMZETSE-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  89.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-N-benzyl-4,4-dicyano-3-(furan-3-yl)butyramide 在 potassium tert-butylate 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 以60%的产率得到(R)-1-benzyl-4-(furan-3-yl)-2,6-dioxopiperidine-3-carbonitrile
  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
• 作为产物：
  描述：

  (R)-N-(4,4-dicyano-3-(furan-3-yl)butanoyl)-2-fluorobenzamide 、 苄胺 以 甲苯 为溶剂， 反应 21.0h， 以63%的产率得到(R)-N-benzyl-4,4-dicyano-3-(furan-3-yl)butyramide
  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.