(E)-dimethyl (1-methyl-2-butenyl)propanedioate | 85217-79-4

• 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: (E)-dimethyl (1-methyl-2-butenyl)propanedioate
• 英文别名: dimethyl 2-[(E)-pent-3-en-2-yl]propanedioate
• CAS: 85217-79-4
• 化学式: C₁₀H₁₆O₄
• 分子量: 200.235
• InChiKey: QKRHRRSSZPRFKF-AATRIKPKSA-N

物化性质

• 沸点：
  206.4±20.0 °C(Predicted)
• 密度：
  1.027±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-penten-2-yl acetate 、 丙二酸二甲酯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 xylophos sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以85%的产率得到(E)-dimethyl (1-methyl-2-butenyl)propanedioate
  参考文献：
  名称：

  Asymmetric Allylic Substitution Reactions with a Xylophos-Pd Catalyst

  摘要：

  The chiral diphosphine ligand xylophos (1) was tested as an auxiliary in palladium catalyzed allylic substitution reactions. Whereas its activity was found to be generally good only in the case of 1,3-diphenylprop-2-en-1-yl acetate, a fair level of asymmetric induction was achieved with sodium dimethyl malonate (83% ee) and benzylamine (66% ee) as nucleophiles.

  DOI：

  10.1007/s007060070025

文献信息

• CYCLIC IMIDATE LIGANDS
  申请人：Noël Timothy

  公开号：US20120077989A1

  公开（公告）日：2012-03-29

  The present invention relates to a use of a cyclic imidate as a ligand for catalysis in which the ligand contains sub-structure (Y) as a minimal structural motive, wherein the carbon atoms and the nitrogen atom can be optionally substituted by a chemical substituent.

  本发明涉及将环戊二酰亚胺用作催化剂中的配体的用途，其中该配体包含亚结构（Y）作为最小结构动机，其中碳原子和氮原子可以选择性地被化学取代基取代。
• Macrocyclic diphosphine ligands in asymmetric carbon-carbon bond-forming reactions
  作者：Michael Widhalm、Petra Wimmer、Gerd Klintschar

  DOI：10.1016/0022-328x(96)06251-1

  日期：1996.10

  and N2P2 coordination sites owing their chirality from the incorporation of an axial-chiral binaphthyl unit were used as chiral auxiliaries in transition metal catalyzed carbon-carbon bond-forming reactions. Three model reactions were investigated, and enantioselectivities are discussed on the basis of accepted mechanistic pathways by using X-ray structural analyses.

  七个手性大环配体具有潜在的O 2 P 2和N 2 P 2配位点，这是由于它们通过引入轴-手性联萘单元而获得的手性，被用作过渡金属催化的碳-碳键形成反应中的手性助剂。研究了三个模型反应，并使用X射线结构分析在公认的机理途径的基础上讨论了对映选择性。
• Facile Palladium catalyzed decarboxylative allylation of active methylene compounds under neutral conditions using allylic carbonates
  作者：Jiro Tsuji、Isao Shimizu、Ichiro Minami、Yukihiro Ohashi

  DOI：10.1016/s0040-4039(00)85719-6

  日期：1982.1

  Palladium catalyzed decarboxylative allylation of active methylene compounds proceeded under mild neutral conditions using allylic carbonates, which are much more reactive than allylic acetates or phenoxides used commonly in the reaction.

  活性亚甲基化合物的钯催化的脱羧烯丙基化反应在温和的中性条件下使用烯丙基碳酸酯进行，该烯丙基碳酸酯的反应性比反应中通常使用的烯丙基乙酸酯或酚盐的反应性高得多。
• US7507820B2
  申请人：——

  公开号：US7507820B2

  公开（公告）日：2009-03-24
• Asymmetric Allylic Substitution Reactions with a Xylophos-Pd Catalyst
  作者：Oscar Pàmies、Aurora Ruiz、Gemma Net、Carmen Claver、Hermann Kalchhauser、Michael Widhalm

  DOI：10.1007/s007060070025

  日期：2000.11.13

  The chiral diphosphine ligand xylophos (1) was tested as an auxiliary in palladium catalyzed allylic substitution reactions. Whereas its activity was found to be generally good only in the case of 1,3-diphenylprop-2-en-1-yl acetate, a fair level of asymmetric induction was achieved with sodium dimethyl malonate (83% ee) and benzylamine (66% ee) as nucleophiles.