dimethyl (E)-2-hexylidenesuccinate | 302331-79-9

• 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: dimethyl (E)-2-hexylidenesuccinate
• 英文别名: dimethyl (2E)-2-hexylidenesuccinate；dimethyl (2E)-2-hexylidenebutanedioate
• CAS: 302331-79-9
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: KFJQOBYSSPXAJO-CSKARUKUSA-N

物化性质

• 沸点：
  292.4±15.0 °C(Predicted)
• 密度：
  1.005±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl (E)-2-hexylidenesuccinate 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 (E)-2-hexylidene-1,4-bis(methylsulfonyloxy)butane
  参考文献：
  名称：

  Synthesis of (E)-3-Alkylidenepyrrolidines by Nucleophilic Ring Closure of (E)-2-Alkylidene-1,4-diol Derivatives

  摘要：

  DOI：

  10.1002/1099-0690(200008)2000:16<2927::aid-ejoc2927>3.3.co;2-p
• 作为产物：
  描述：

  马来酸二甲酯 、 正己醛 在 三丁基膦 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以78%的产率得到dimethyl (E)-2-hexylidenesuccinate
  参考文献：
  名称：

  区域选择性单烷基二甲基亚烷基琥珀酸酯的烷基化：二烷基取代的马来酸酐，包括Chaetomellic酸A的简单方法。

  摘要：

  天然和非天然的二烷基马来酸酐可由六甲基二硅叠氮化钠诱导的选择性单烷基化，然后由碱催化的水解，由烷基亚甲基琥珀酸二甲酯制备。 酯-烷基化-呋喃-杂环-马来酸酐

  DOI：

  10.1055/s-0030-1260013

文献信息

• Merging Domino and Redox Chemistry: Stereoselective Access to Di- and Trisubstituted β,γ-Unsaturated Acids and Esters
  作者：David Tejedor、Gabriela Méndez-Abt、Leandro Cotos、Fernando García-Tellado

  DOI：10.1002/chem.201103763

  日期：2012.3.19

  Merging is the game! The coupling of a domino reaction and an internal neutral redox reaction constitutes an excellent manifold for the stereoselective synthesis of di‐ and trisubstituted olefins featuring a malonate unit, an ester, or a free carboxylic acid as substituents at the allylic position (see scheme; MW=microwave). The reaction utilizes simple starting materials (propargyl vinyl ethers),

  合并就是游戏！多米诺反应和内部中性氧化还原反应的耦合构成了立体选择合成二丙和三取代烯烃的极佳歧管，该二取代和三取代的烯烃在丙二酸位置上具有丙二酸酯单元，酯或游离羧酸作为取代基（请参见示意图； MW） =微波）。该反应使用简单的原料（炔丙基乙烯基醚），甲醇或水作为溶剂，并且使用非常简单且易于使用的实验方案。
• Conjugate addition of nitroalkanes to dimethyl maleate. Regioselective formation of both monoesters of 2-alkylsuccinic acids
  作者：Roberto Ballini、Giovanna Bosica、Alessandro Palmieri、Marino Petrini、Claudio Pierantozzi

  DOI：10.1016/s0040-4020(03)01175-x

  日期：2003.9

  Diesters of (E)-2-alkylidenesuccinic acids obtained by conjugate addition of nitroalkanes to dimethyl maleate can be selectively monohydrolyzed at the more reactive carboxyl group to the corresponding half-ester. Alternatively, total hydrolysis to the diacid allows a subsequent selective methyl esterification of the alkanoic carboxyl group to give the other regioisomeric half-ester. 2-Alkylsuccinic

  通过将硝基烷烃共轭加成到马来酸二甲酯中而获得的（E）-2-亚烷基琥珀酸的二酯可以在反应性更高的羧基上选择性地单水解成相应的半酯。可选择地，全部水解为二酸允许链烷羧基的随后的选择性甲基酯化，以给出其他区域异构的半酯。可以通过不饱和衍生物的催化加氢最终获得2-烷基琥珀酸单酯。
• Regio- and stereoselective selenium dioxide allylic oxidation of (E)-dialkyl alkylidenesuccinates to (Z)-allylic alcohols: Synthesis of natural and unnatural butenolides
  作者：Ramesh M. Patel、Vedavati G. Puranik、Narshinha P. Argade

  DOI：10.1039/c1ob05709j

  日期：——

  allylic alcohol formation of dialkyl alkylidenesuccinates has been demonstrated to accomplish one-step syntheses of several essential butenolides and fused butenolidesvia an unusual E- to Z- carbon–carbon double bond isomerisation followed by the lactonization pathway. The observed regio- and stereoselective SeO2 allylic oxidation protocol has also been extended to the diastereoselective total synthesis

  首次证明SeO 2诱导的二烷基亚烷基琥珀酸二烷基酯的（Z）选择性烯丙醇的形成通过不寻常的E-到Z-碳-碳双键异构化然后进行内酯化来完成几种基本丁烯内酯和稠合丁烯内酯的一步合成。途径。观察到的区域和立体选择性SeO 2烯丙基氧化方案也已扩展到生物活性天然产物异内酯的非对映选择性全合成，其直接转化为薄荷酸内酯和γ-内酯分子内重排为δ-内酯的例子。
• POLARIZING, PHOTOCHROMIC DEVICES AND METHODS OF MAKING THE SAME
  申请人：Kumar Anil

  公开号：US20080123172A1

  公开（公告）日：2008-05-29

  A method of making an optical element including: forming an at least partial coating of an alignment medium to at least a portion of at least one surface of a substrate and at least partially ordering at least a portion of the alignment medium; forming at least one at least partial coating of an alignment transfer material on at least a portion of the coating of the alignment medium and aligning the alignment transfer material with at least a portion of the ordered alignment medium; and forming an at least partial coating including an anisotropic material and at least one photochromic-dichroic compound on the alignment transfer material, aligning at least a portion of the anisotropic material with the at least partially aligned alignment transfer material, and aligning at least a portion of the photochromic-dichroic compound with aligned anisotropic material.
• Synthesis of (E)-3-Alkylidenepyrrolidines by Nucleophilic Ring Closure of (E)-2-Alkylidene-1,4-diol Derivatives
  作者：Roberto Ballini、Giovanna Bosica、Aldo Masè、Marino Petrini

  DOI：10.1002/1099-0690(200008)2000:16<2927::aid-ejoc2927>3.3.co;2-p

  日期：2000.8