1-O-ethyl 5-O-methyl 2-acetyloxy-2-cyano-4-methylidenepentanedioate | 1346232-14-1

• 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: 1-O-ethyl 5-O-methyl 2-acetyloxy-2-cyano-4-methylidenepentanedioate
• CAS: 1346232-14-1
• 化学式: C₁₂H₁₅NO₆
• 分子量: 269.254
• InChiKey: XZSNYERPVSYWFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  methyl 2-(((tert-butoxycarbonyl)oxy)methyl)acrylate 、 Acetoxy-cyano-acetic acid ethyl ester 在 三乙烯二胺 、 二碳酸二叔丁酯 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以92%的产率得到1-O-ethyl 5-O-methyl 2-acetyloxy-2-cyano-4-methylidenepentanedioate
  参考文献：
  名称：

  Construction of Highly Functional Quaternary Carbon Stereocenters via an Organocatalytic Tandem Cyanation–Allylic Alkylation Reaction

  摘要：

  The first tertiary amine-catalyzed tandem cyanation-allyic alkylation (CAA) reaction of aldehydes, appropriate cyanide sources, and Morita-Baylis-Hillman (MBH) adducts has been developed, which provides a facile access to densely functionalized products containing O-substituted quaternary centers.

  DOI：

  10.1021/ol202499g

文献信息

• Construction of Highly Functional Quaternary Carbon Stereocenters <i>via</i> an Organocatalytic Tandem Cyanation–Allylic Alkylation Reaction
  作者：Zhe Zhuang、Feng Pan、Jian-Guo Fu、Jian-Ming Chen、Wei-Wei Liao

  DOI：10.1021/ol202499g

  日期：2011.12.2

  The first tertiary amine-catalyzed tandem cyanation-allyic alkylation (CAA) reaction of aldehydes, appropriate cyanide sources, and Morita-Baylis-Hillman (MBH) adducts has been developed, which provides a facile access to densely functionalized products containing O-substituted quaternary centers.