dimethyl 2-ethyl-3-oxopropane-1,1-dicarboxylate | 133494-05-0

• 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 2-ethyl-3-oxopropane-1,1-dicarboxylate
• 英文别名: Dimethyl 2-(1-oxobutan-2-yl)propanedioate
• CAS: 133494-05-0
• 化学式: C₉H₁₄O₅
• 分子量: 202.207
• InChiKey: URPMIWOIUXVANM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  dimethyl butylidenemalonate 在 盐酸 、 sodium iodide 作用下， 生成 dimethyl 2-ethyl-3-oxopropane-1,1-dicarboxylate
  参考文献：
  名称：

  Electrochemical transformation of alkylidenemalonates into 2-alkyl-3,3-dimethoxyalkane-1,1-dicarboxylates via rearrangement

  摘要：

  Alkylidenemalonates capable of migration of a double bond being electrolyzed in methanol in the presence of alkali metal halides in an undivided cell are transformed into 2-alkyl-3,3-dimethoxyalkane-1,1-dicarboxylates, acidification of which leads to 2-alkyl-3-oxoalkane-1,1-dicarboxylates.

  DOI：

  10.1016/s0040-4039(00)74890-8

文献信息

• Highly Diastereo- and Enantioselective Cascade Synthesis of Bicyclic Lactams in One-Pot
  作者：Yan Jiang、Luca Deiana、Rana Alimohammadzadeh、Leifeng Liu、Junliang Sun、Armando Córdova

  DOI：10.1002/ejoc.201701789

  日期：2018.3.7

  A versatile and highly stereoselective synthetic route to functionalized bi- and tricyclic lactams (up to > 20:1 dr and 99 % ee) in one pot from simple starting materials (allylic alcohols, enal ...

  一种多功能且高度立体选择性的合成路线，可在一个锅中从简单的起始材料（烯丙醇、烯醛）制备功能化的双环和三环内酰胺（高达 > 20:1 dr 和 99 % ee）。
• Electrochemically induced oxidative rearrangement of alkylidenemalonates
  作者：Michail N Elinson、Sergey K Feducovich、Gennady I Nikishin

  DOI：10.1016/s0040-4020(98)00912-0

  日期：1998.11

  Alkylidenemalonates capable of double bond migration being electrolyzed in methanol or ethanol in the presence of alkali metal halides in an undivided cell equipped with Fe cathode are transformed into 2-alkyl-3,3-dimethoxyalkane-1,1-dicarboxylates in 70-90% yield via electrochemically induced oxidative rearrangement. Acidification of the reaction mixture after the electrolysis leads to the formation of 2-alkyl-3-oxoalkane-1,1-dicarboxylates. In the case of isobutylidenemalonate, the electrolysis intermediate dimethyl 3,3-dimethyl-2-methoxycyclopropane-1,1-dicarboxylate was isolated in 70% yield. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.