diethyl 2-(benzo(d)(1,3)dioxol-5-yl(cyano)methyl)malonate | 1217022-75-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: diethyl 2-(benzo(d)(1,3)dioxol-5-yl(cyano)methyl)malonate
• 英文别名: Diethyl 2-[1,3-benzodioxol-5-yl(cyano)methyl]propanedioate；diethyl 2-[1,3-benzodioxol-5-yl(cyano)methyl]propanedioate
• CAS: 1217022-75-7
• 化学式: C₁₆H₁₇NO₆
• 分子量: 319.314
• InChiKey: AUKLPSVHZILCPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  94.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  三甲基氰硅烷 、 diethyl 2-(benzo[d][1,3]dioxol-5-ylmethylene)malonate 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 diethyl 2-(benzo(d)(1,3)dioxol-5-yl(cyano)methyl)malonate
  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.