dimethyl 2-diallylaminosuccinate | 847899-96-1

• 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: dimethyl 2-diallylaminosuccinate
• 英文别名: 2-diallylaminosuccinic acid dimethyl ester；N,N-diallyl aspartic acid dimethyl ester；dimethyl N,N-diallylaspartate；dimethyl (2S)-2-[bis(prop-2-enyl)amino]butanedioate
• CAS: 847899-96-1
• 化学式: C₁₂H₁₉NO₄
• 分子量: 241.287
• InChiKey: ZZJQGUUFKHGZNS-JTQLQIEISA-N

物化性质

• 沸点：
  296.3±40.0 °C(Predicted)
• 密度：
  1.042±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 2-diallylaminosuccinate 在 titanium(IV) isopropylate 、 tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以82%的产率得到dimethyl 2-(2,5-dihydropyrrol-1-yl)succinate
  参考文献：
  名称：

  Lewis Acid Assisted Ring-Closing Metathesis of Chiral Diallylamines:  An Efficient Approach to Enantiopure Pyrrolidine Derivatives

  摘要：

  Lewis acid assisted ring-closing olefin metathesis (RCM) of chiral diallylamines, using the second generation RCM ruthenium-based catalyst, leads to enantiopure pyrrolidine derivatives in 79-93% yields under very mild conditions. The scope of the olefin metathesis has been expanded.

  DOI：

  10.1021/ol047356q
• 作为产物：
  描述：

  L-天冬氨酸二甲酯盐酸盐 、 3-溴丙烯 在 碳酸氢钠 作用下， 以 乙腈 为溶剂， 以82%的产率得到dimethyl 2-diallylaminosuccinate
  参考文献：
  名称：

  Lewis Acid Assisted Ring-Closing Metathesis of Chiral Diallylamines:  An Efficient Approach to Enantiopure Pyrrolidine Derivatives

  摘要：

  Lewis acid assisted ring-closing olefin metathesis (RCM) of chiral diallylamines, using the second generation RCM ruthenium-based catalyst, leads to enantiopure pyrrolidine derivatives in 79-93% yields under very mild conditions. The scope of the olefin metathesis has been expanded.

  DOI：

  10.1021/ol047356q

文献信息

• Microwave-assisted ring-closing metathesis of diallylamines: a rapid synthesis of pyrrole and pyrroline derivatives
  作者：Qian Yang、Xin-Yong Li、Hong Wu、Wen-Jing Xiao

  DOI：10.1016/j.tetlet.2006.03.164

  日期：2006.6

  The ring-closing metathesis (RCM) reactions of diallylamines occurred under controlled microwave irradiation. In addition to the high reaction rate, the key features of the reaction are that it can be carried out without deactivation of the substrates and without the use of Lewis acids. (c) 2006 Elsevier Ltd. All rights reserved.
• Substituted azabicyclo[3.1.0]hexan-1-ols from aspartic and glutamic acid derivatives via titanium-mediated cyclopropanation
  作者：Catherine A. Faler、Madeleine M. Joullié

  DOI：10.1016/j.tetlet.2008.08.114

  日期：2008.11

  The Kulinkovich cyclopropanation reaction has been used to synthesize azabicyclo[3.1.0]hexanols from amino acid derivatives containing two ester moieties. (C) 2008 Elsevier Ltd. All rights reserved.
• Lewis Acid Assisted Ring-Closing Metathesis of Chiral Diallylamines:  An Efficient Approach to Enantiopure Pyrrolidine Derivatives
  作者：Qian Yang、Wen-Jing Xiao、Zhengkun Yu

  DOI：10.1021/ol047356q

  日期：2005.3.1

  Lewis acid assisted ring-closing olefin metathesis (RCM) of chiral diallylamines, using the second generation RCM ruthenium-based catalyst, leads to enantiopure pyrrolidine derivatives in 79-93% yields under very mild conditions. The scope of the olefin metathesis has been expanded.