ethyl (-)-(R)-2-carbethoxy-3-cyano-3-phenylpropionate | 1217022-37-1

• 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: ethyl (-)-(R)-2-carbethoxy-3-cyano-3-phenylpropionate
• 英文别名: diethyl 2-[(R)-cyano(phenyl)methyl]propanedioate
• CAS: 1217022-37-1
• 化学式: C₁₅H₁₇NO₄
• 分子量: 275.304
• InChiKey: OCBLUPJLUUEJLO-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl (-)-(R)-2-carbethoxy-3-cyano-3-phenylpropionate 在 氢气 作用下， 以 溶剂黄146 、 乙酸乙酯 为溶剂， 55.0 ℃ 、2.0 MPa 条件下， 反应 18.0h， 以76%的产率得到(3S, 4R)-(-)-4-phenyl-3-carbethoxy-2-pyrrolidinone
  参考文献：
  名称：

  Asymmetric Cyanation of Activated Olefins with Ethyl Cyanoformate Catalyzed by a Modular Titanium Catalyst

  摘要：

  Asymmetric cyanation of a class of easily available olefins with a favorable cyanide source ethyl cyanoformate (CNCOOEt) was realized by an interesting modular catalyst. High yields and ee values were obtained for a range of substrates under solvent-free and mild reaction conditions. The products obtained could be easily transformed to the enantioenriched useful intermediates 5, 6, and pharmaceutically important gamma-aminobutyric acid 7.

  DOI：

  10.1021/ol100169r
• 作为产物：
  描述：

  亚苯甲基丙二酸二乙酯 、 氰基甲酸乙酯 在 3,3'-di-phenanthren-9-yl-biphenyl-2,2'-diol 、 titanium(IV) isopropylate 、 9-表-辛可宁 、 异丙醇 作用下， 反应 46.0h， 以60%的产率得到ethyl (-)-(R)-2-carbethoxy-3-cyano-3-phenylpropionate
  参考文献：
  名称：

  Asymmetric Cyanation of Activated Olefins with Ethyl Cyanoformate Catalyzed by a Modular Titanium Catalyst

  摘要：

  Asymmetric cyanation of a class of easily available olefins with a favorable cyanide source ethyl cyanoformate (CNCOOEt) was realized by an interesting modular catalyst. High yields and ee values were obtained for a range of substrates under solvent-free and mild reaction conditions. The products obtained could be easily transformed to the enantioenriched useful intermediates 5, 6, and pharmaceutically important gamma-aminobutyric acid 7.

  DOI：

  10.1021/ol100169r

文献信息

• Asymmetric Cyanation of Activated Olefins with Ethyl Cyanoformate Catalyzed by a Modular Titanium Catalyst
  作者：Jun Wang、Wei Li、Yanling Liu、Yangyang Chu、Lili Lin、Xiaohua Liu、Xiaoming Feng

  DOI：10.1021/ol100169r

  日期：2010.3.19

  Asymmetric cyanation of a class of easily available olefins with a favorable cyanide source ethyl cyanoformate (CNCOOEt) was realized by an interesting modular catalyst. High yields and ee values were obtained for a range of substrates under solvent-free and mild reaction conditions. The products obtained could be easily transformed to the enantioenriched useful intermediates 5, 6, and pharmaceutically important gamma-aminobutyric acid 7.