2-[1-(2-cyanoethyl)-4-oxocyclohex-2-en-1-yl]-N,N-dimethylacetamide | 1407163-92-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-[1-(2-cyanoethyl)-4-oxocyclohex-2-en-1-yl]-N,N-dimethylacetamide
• CAS: 1407163-92-1
• 化学式: C₁₃H₁₈N₂O₂
• 分子量: 234.298
• InChiKey: HOZKUXORENJWJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[1-(2-cyanoethyl)-4-oxocyclohex-2-en-1-yl]-N,N-dimethylacetamide 在 tris-(dibenzylideneacetone)dipalladium(0) 、 碘 、 铜 作用下， 以 吡啶 、 氯仿 、 二甲基亚砜 为溶剂， 反应 16.7h， 生成 2-[1-(2-cyanoethyl)-3-(2-nitrophenyl)-4-oxocyclohex-2-en-1-yl]-N,N-dimethylacetamide
  参考文献：
  名称：

  Application of a Raney-Cobalt-Mediated Tandem Reductive Cyclization Protocol to Total Syntheses of the Aspidosperma Alkaloids (±)-Limaspermidine and (±)-1-Acetylaspidoalbidine

  摘要：

  The racemic modification of the Aspidosperma alkaloid limaspermidine (1) has been prepared in ten steps including one involving a Raneycobalt-mediated tandem reductive cyclization of nitrile 8 to give the tetracyclic system 9b. Compound (+/-)-1 has been converted over two steps into (+/-)-1-acetylaspidoalbidine [(+/-)-13].

  DOI：

  10.1021/ol3026846
• 作为产物：
  描述：

  在 叔丁基过氧化氢 、 manganese(III) triacetate dihydrate 作用下， 以 癸烷 、 乙酸乙酯 为溶剂， 反应 16.5h， 以74%的产率得到2-[1-(2-cyanoethyl)-4-oxocyclohex-2-en-1-yl]-N,N-dimethylacetamide
  参考文献：
  名称：

  Application of a Raney-Cobalt-Mediated Tandem Reductive Cyclization Protocol to Total Syntheses of the Aspidosperma Alkaloids (±)-Limaspermidine and (±)-1-Acetylaspidoalbidine

  摘要：

  The racemic modification of the Aspidosperma alkaloid limaspermidine (1) has been prepared in ten steps including one involving a Raneycobalt-mediated tandem reductive cyclization of nitrile 8 to give the tetracyclic system 9b. Compound (+/-)-1 has been converted over two steps into (+/-)-1-acetylaspidoalbidine [(+/-)-13].

  DOI：

  10.1021/ol3026846

文献信息

• Application of a Raney-Cobalt-Mediated Tandem Reductive Cyclization Protocol to Total Syntheses of the <i>Aspidosperma</i> Alkaloids (±)-Limaspermidine and (±)-1-Acetylaspidoalbidine
  作者：Shen H. Tan、Martin G. Banwell、Anthony C. Willis、Tristan A. Reekie

  DOI：10.1021/ol3026846

  日期：2012.11.16

  The racemic modification of the Aspidosperma alkaloid limaspermidine (1) has been prepared in ten steps including one involving a Raneycobalt-mediated tandem reductive cyclization of nitrile 8 to give the tetracyclic system 9b. Compound (+/-)-1 has been converted over two steps into (+/-)-1-acetylaspidoalbidine [(+/-)-13].