bis((1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl)2-(2-formylbenzylidene)malonate | 1115589-70-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: bis((1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl)2-(2-formylbenzylidene)malonate
• 英文别名: bis[(1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl] 2-[(2-formylphenyl)methylidene]propanedioate
• CAS: 1115589-70-2
• 化学式: C₄₃H₅₂O₅
• 分子量: 648.883
• InChiKey: KFTQTZMLFPIFLG-CVGANNPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.7
• 重原子数：
  48
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,4,5,5-tetramethyl-1,3-dioxolane 、 bis((1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl)2-(2-formylbenzylidene)malonate 在 Dimethylzinc 作用下， 以 正己烷 为溶剂， 反应 18.0h， 以50%的产率得到bis((1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl)1-hydroxy-3-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)indane-2,2-dicarboxylate
  参考文献：
  名称：

  Tandem conjugate addition–aldol cyclization of 2-formylbenzylidenemalonate with ether radicals by the mediation of dimethylzinc

  摘要：

  The chemoselective radical conjugate addition reaction of THF or 4,4,5,5-tetramethyl-1,3-dioxolane with 2-formylbenzylidenemalonate gave tandem conjugate addition-aldol cyclization product in one pot. The radical tandem reaction was extended to the asymmetric reaction using bis(8-phenylmenthyl) 2-formylbenzylidenemalonate as a chiral Michael acceptor to provide an enantioenriched indane derivative. (C) 2008 Flsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.009
• 作为产物：
  描述：

  Bis<(1S,2R,4R)-2-methyl-5-(1-methyl-1-phenylethyl)cyclohexyl>malonate 、 邻苯二甲醛 在 哌啶 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以59%的产率得到bis((1R,2S,5R)-5-methyl-2-(2-phenylpropan-2-yl)cyclohexyl)2-(2-formylbenzylidene)malonate
  参考文献：
  名称：

  Tandem conjugate addition–aldol cyclization of 2-formylbenzylidenemalonate with ether radicals by the mediation of dimethylzinc

  摘要：

  The chemoselective radical conjugate addition reaction of THF or 4,4,5,5-tetramethyl-1,3-dioxolane with 2-formylbenzylidenemalonate gave tandem conjugate addition-aldol cyclization product in one pot. The radical tandem reaction was extended to the asymmetric reaction using bis(8-phenylmenthyl) 2-formylbenzylidenemalonate as a chiral Michael acceptor to provide an enantioenriched indane derivative. (C) 2008 Flsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.009