dimethyl 2-((1-(4-methoxyphenyl)pyrrolidin-2-yl)(phenyl)methyl)malonate | 1195497-56-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: dimethyl 2-((1-(4-methoxyphenyl)pyrrolidin-2-yl)(phenyl)methyl)malonate
• 英文别名: Dimethyl 2-[[1-(4-methoxyphenyl)pyrrolidin-2-yl]-phenylmethyl]propanedioate
• CAS: 1195497-56-3
• 化学式: C₂₃H₂₇NO₅
• 分子量: 397.471
• InChiKey: MHSHAKXAPKTYJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  亚苄基丙二酸二甲酯 、 1-(4-甲氧基-苯基)-吡咯烷 在 叔丁基过氧化氢 、 iron(III) chloride 、 air 、 三氟化硼乙醚 、 Dimethylzinc 作用下， 以 正己烷 、 二甲基亚砜 为溶剂， 反应 8.0h， 以84%的产率得到dimethyl 2-((1-(4-methoxyphenyl)pyrrolidin-2-yl)(phenyl)methyl)malonate
  参考文献：
  名称：

  Iron chloride enhancement of dimethylzinc-mediated radical conjugate addition of ethers and an amine to alkylidenemalonates

  摘要：

  The addition of FeCl3 and the use of DMSO as a solvent enabled the radical conjugate addition of a cyclic acetal and a cyclic amine to alkylidenemalonates using a reagent amount (12.5 equiv) of the radical precursors to give Michael addition products in up to 84% yield. This represents a great improvement over the 5% yield obtained under the previously reported conditions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.08.034

文献信息

• Iron chloride enhancement of dimethylzinc-mediated radical conjugate addition of ethers and an amine to alkylidenemalonates
  作者：Ken-ichi Yamada、Masaru Maekawa、Yasutomo Yamamoto、Mayu Nakano、Tito Akindele、Kiyoshi Tomioka

  DOI：10.1016/j.tetlet.2009.08.034

  日期：2009.11

  The addition of FeCl3 and the use of DMSO as a solvent enabled the radical conjugate addition of a cyclic acetal and a cyclic amine to alkylidenemalonates using a reagent amount (12.5 equiv) of the radical precursors to give Michael addition products in up to 84% yield. This represents a great improvement over the 5% yield obtained under the previously reported conditions. (C) 2009 Elsevier Ltd. All rights reserved.