(Diethyl-2-methyl)-1,1,2-ethantricarboxylat | 23904-40-7

• 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-2-methyl)-1,1,2-ethantricarboxylat
• 英文别名: 1-ethyl 4-methyl 2-ethoxycarbonylsuccinic diester；1-ethyl 4-methyl 2-ethoxycarbonylsuccinic acid diester；1,1,2-Ethanetricarboxylic acid, 1,1-diethyl 2-methyl ester；1-O,1-O-diethyl 2-O-methyl ethane-1,1,2-tricarboxylate
• CAS: 23904-40-7
• 化学式: C₁₀H₁₆O₆
• 分子量: 232.233
• InChiKey: WDYMZILUWJPJKY-UHFFFAOYSA-N

物化性质

• 沸点：
  88-90 °C(Press: 0.05 Torr)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (Diethyl-2-methyl)-1,1,2-ethantricarboxylat 在 苄基三乙基氯化铵 氢氧化钾 、 potassium chloride 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 3-ethoxycarbonylpentane-1,5-dioic acid dimethyl ester
  参考文献：
  名称：

  Synthesis of polyfunctional aliphatic carbonyl compounds under phase-transfer conditions

  摘要：

  We have studied mono- and dialkylation of malonic, acetoacetic, and cyanoacetic esters with esters of haloacetic and beta-halopropionic acids and addition of the CH acids mentioned and their analogs to methyl and ethyl acrylate under phase-transfer catalysis conditions, and also deethoxycarbonylation of the obtained products. We have demonstrated for the first time the possibility of Dieckmann cyclization under phase-transfer catalysis conditions and have developed a simple method for the synthesis of 2,3-di(ethoxycarbonyl)cyclopentanone, a key intermediate in the syntheis of deoxyprostaglandins, by cyclization of triethyl 1,2,4-butanetricarboxylate.

  DOI：

  10.1007/bf00961357
• 作为产物：
  描述：

  丙二酸二乙酯 、 alkaline earth salt of/the/ methylsulfuric acid 在 苄基三乙基氯化铵 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (Diethyl-2-methyl)-1,1,2-ethantricarboxylat
  参考文献：
  名称：

  Synthesis of polyfunctional aliphatic carbonyl compounds under phase-transfer conditions

  摘要：

  We have studied mono- and dialkylation of malonic, acetoacetic, and cyanoacetic esters with esters of haloacetic and beta-halopropionic acids and addition of the CH acids mentioned and their analogs to methyl and ethyl acrylate under phase-transfer catalysis conditions, and also deethoxycarbonylation of the obtained products. We have demonstrated for the first time the possibility of Dieckmann cyclization under phase-transfer catalysis conditions and have developed a simple method for the synthesis of 2,3-di(ethoxycarbonyl)cyclopentanone, a key intermediate in the syntheis of deoxyprostaglandins, by cyclization of triethyl 1,2,4-butanetricarboxylate.

  DOI：

  10.1007/bf00961357

文献信息

• 一种3-四氢呋喃甲醇中间体的合成方法
  申请人：安徽扬子化工有限公司

  公开号：CN105566111A

  公开（公告）日：2016-05-11

  本发明公开了一种3-四氢呋喃甲醇中间体的合成方法，其在弱碱缚酸剂条件下，以丙二酸二烷基酯和卤代乙酸烷基酯为原料，在催化剂和相转移催化剂的作用下，于溶剂中进行脱水反应后并进行后处理得到2-烷氧基酰基-丁二酸二烷基酯。本发明采用弱碱做缚酸剂，取代了金属钠、氢化钠、氢化钾等强碱，与传统方法相比具有收率高、反应条件温和易控、后处理方便、环境友好的优点，适宜工业化大生产。
• Preparation of Diversely Substituted Triarylmethyl Radicals by the Quenching of Tris(2,3,5,6-tetrathiaaryl)methyl Cations with C-, N-, P-, and S-Nucleophiles
  作者：Victor M. Tormyshev、Olga Yu. Rogozhnikova、Michael K. Bowman、Dmitry V. Trukhin、Tatiana I. Troitskaya、Vladimir G. Vasiliev、Leonid A. Shundrin、Howard J. Halpern

  DOI：10.1002/ejoc.201301161

  日期：2014.1

  C-, N-, P-, and S-nucleophiles reacted with symmetrical tris(2,3,5,6-tetrathiaaryl)methyl cations, generated from the corresponding triarylmethanols by strong acids, to give a variety of asymmetrical monosubstituted persistent triaryl-methyl (TAM) radicals as the major products. The only byproducts were symmetrical TAMs.

  C-、N-、P-和S-亲核试剂与对称的三(2,3,5,6-四硫芳基)甲基阳离子（由相应的三芳基甲醇通过强酸生成）反应，得到各种不对称单取代的持久三芳基-甲基（TAM）自由基为主要产品。唯一的副产物是对称的 TAM。
• Synthesis of Cyclopentenes, Pyrroles, and Thiophenes via a Sequence of Propargyl–Allenyl Isomerizations, Michael Additions, and Intramolecular Wittig Reactions
  作者：Guoqing Zhao、Qianyun Zhang、Hongwei Zhou

  DOI：10.1021/jo501867h

  日期：2014.11.21

  simple, readily available propargylphosphonium salts through propargyl–allenyl isomerization. We developed an efficient synthesis for cyclopentenes, pyrroles, and thiophenes via a sequence of propargyl–allenyl isomerizations, Michael additions, and intramolecular Wittig reactions.

  炔丙基phosph类物质，即反应性迈克尔受体，可以通过炔丙基-烯丙基异构化反应从简单易得的炔丙基phosph盐生成。我们通过一系列炔丙基-烯基异构化，迈克尔加成和分子内维蒂希反应开发了一种有效的环戊烯，吡咯和噻吩合成方法。
• Schank, Kurt; Lorig, Werner, Liebigs Annalen der Chemie, 1983, # 1, p. 112 - 136
  作者：Schank, Kurt、Lorig, Werner

  DOI：——

  日期：——
• SCHANK, K.;LORIG, W., LIEBIGS ANN. CHEM., 1983, N 1, 112-136
  作者：SCHANK, K.、LORIG, W.

  DOI：——

  日期：——