diethyl 4-nitro-4-<1-<2-(ethoxycarbonyl)ethyl>>heptanedioate | 86048-38-6

• 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: diethyl 4-nitro-4-<1-<2-(ethoxycarbonyl)ethyl>>heptanedioate
• 英文别名: diethyl 4-(2-(ethoxycarbonyl)ethyl)-4-nitroheptanedioate；4-(2-ethoxycarbonyl-ethyl)-4-nitro-heptanedioic acid diethyl ester；4-(2-Aethoxycarbonyl-aethyl)-4-nitro-heptandisaeure-diaethylester；Tris--nitromethan；Diethyl 4-(3-ethoxy-3-oxopropyl)-4-nitroheptanedioate
• CAS: 86048-38-6
• 化学式: C₁₆H₂₇NO₈
• 分子量: 361.392
• InChiKey: CKELTDXDXHZZRK-UHFFFAOYSA-N

物化性质

• 沸点：
  155-160 °C(Press: 0.01 Torr)
• 密度：
  1.143±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  25
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  125
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  diethyl 4-nitro-4-<1-<2-(ethoxycarbonyl)ethyl>>heptanedioate 在 镍 作用下， 110.0~210.0 ℃ 、9.81 MPa 条件下， 生成 3-(3,5-dioxo-tetrahydro-pyrrolizin-7a-yl)-propionic acid ethyl ester
  参考文献：
  名称：

  Sorm; Beranek, Collection of Czechoslovak Chemical Communications, 1954, vol. 19, p. 298,303

  摘要：

  DOI：
• 作为产物：
  描述：

  硝基甲烷 、 丙烯酸乙酯 在 三丁基膦 作用下， 以 乙腈 为溶剂， 以98%的产率得到diethyl 4-nitro-4-<1-<2-(ethoxycarbonyl)ethyl>>heptanedioate
  参考文献：
  名称：

  A simple and highly efficient procedure for construction of quaternary carbons centers by tributylphosphine catalyzed bis-Michael addition

  摘要：

  The tributylphosphine-catalyzed bis-Michael addition reaction of various kinds of a,13-unsaturated carbonyl compounds with active methylenes is described. This is a convenient and rapid method for generating quaternary carbons centers and useful procedure for the synthesis of branched core and highly substituted trans cyclohexanones. All the reactions were completed in 60 min and afford the corresponding products in excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.11.103

文献信息

• Base‐Catalysed Intramolecular Hydroamination of Vinyl Sulfides
  作者：Coralie Quinet、Laetitia Sampoux、István E. Markó

  DOI：10.1002/ejoc.200900009

  日期：2009.4

  Small amounts of n-butyllithium catalyse the highly efficient hydroamination of a large variety of vinyl sulfides. This novel methodology offers an easy access to a wide range of nitrogen heterocycles, including simple pyrrolidines and piperidines, as well as more complex bicyclic compounds. Subsequent transformations of the sulfur group led to the formation of functionalised alkaloid-like substructures

  少量的正丁基锂可催化多种乙烯基硫化物的高效加氢胺化。这种新颖的方法可以轻松获得广泛的氮杂环，包括简单的吡咯烷和哌啶，以及更复杂的双环化合物。随后硫基团的转变导致功能化生物碱样亚结构的形成。((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Building blocks for cascade polymers. 3. Facile elimination of nitrous acid from quaternary nitroalkanes
  作者：Claus D. Weis、George R. Newkome

  DOI：10.1021/jo00309a029

  日期：1990.10
• Production of linear polyamides
  申请人：CELANESE CORP

  公开号：US02502548A1

  公开（公告）日：1950-04-04
• WEIS, CLAUS D.;NEWKOME, GEORGE R., J. ORG. CHEM., 55,(1990) N2, C. 5801-5802
  作者：WEIS, CLAUS D.、NEWKOME, GEORGE R.

  DOI：——

  日期：——
• A simple and highly efficient procedure for construction of quaternary carbons centers by tributylphosphine catalyzed bis-Michael addition
  作者：Da-Zhen Xu、Ming-Zhe Zhan、You Huang

  DOI：10.1016/j.tet.2013.11.103

  日期：2014.1

  The tributylphosphine-catalyzed bis-Michael addition reaction of various kinds of a,13-unsaturated carbonyl compounds with active methylenes is described. This is a convenient and rapid method for generating quaternary carbons centers and useful procedure for the synthesis of branched core and highly substituted trans cyclohexanones. All the reactions were completed in 60 min and afford the corresponding products in excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.